Category: 24134-09-6

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Bromo-1,2-dimethyl-1H-imidazole

To a 50-mL round-bottom flask containing a solution of 5-bromo-1,2-dimethyl-1H-imidazole (440 mg, 2.51 mmol, Intermediate 24, step a) and THF (20 mL) under nitrogen was added isopropylmagnesium chloride in THF (2.0 M, 1.2 mL, 2.4 mmol) dropwise. The mixture was stirred for 0.5 hours at room temperature, and a solution of 4-chloro-N-methoxy-N-methylbenzamide (500 mg, 2.50 mmol, Intermediate 18, step a) in THF (5 mL) was introduced. After stirring for 7.5 hours at room temperature, the reaction was quenched by addition of 10 mL of EtOH, and concentrated under vacuum. The residue was purified by flash column chromatography (silica gel, 50% EtOAc in petroleum, 0-10% MeOH in CH2Cl2) to give the title compound as a white solid.

According to the analysis of related databases, 24134-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Mirzadegan, Taraneh; Ganamet, Kelly; US2014/107097; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromo-1,2-dimethyl-1H-imidazole

General procedure: To a solution of 2-disubstituted 1-methyl-1H-imidazole 1 (1 mmol) in DMF (5 mL), NBS(169 mg, 0,95 mmol) was added and the resulting reaction mixture was stirred in the dark at room temperature for 3h. Then, Pd(PPh3)2Cl2 (14 mg, 0.02 mmol, 2 mol%), CuI (8 mg, 0.04mmol, 4 mol%), an alkyne 3 (1,1 mmol) and piperidine (300 muL, 255 mg, 3 mmol) were added and the resulting reaction mixture was stirred at 80C (when trimethylsilylacetylene was employed as the alkyne, the reaction was carried out at 50C) for 3 h. The reaction mixture was diluted with EtOAc (100 mL), then saturated aqueous NH4Cl (100 mL) was added. The resulting mixture was stirred for 30 minutes and extracted with EtOAc (3x 25mL). The organic extracts were washed with water (3 x 25 mL) and brine (1 x 25 mL), driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatogaraphy on silica gel. This procedure was employed to prepare compounds 4a-l. GLC analysis showed that all these compounds had chemical purity higherthan 98%.

According to the analysis of related databases, 24134-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bellina, Fabio; Lessi, Marco; Marianetti, Giulia; Panattoni, Alessandro; Tetrahedron Letters; vol. 56; 25; (2015); p. 3855 – 3857;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, molecular formula is C5H7BrN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: imidazoles-derivatives

General procedure: To a solution of 2-disubstituted 1-methyl-1H-imidazole 1 (1 mmol) in DMF (5 mL), NBS(169 mg, 0,95 mmol) was added and the resulting reaction mixture was stirred in the dark at room temperature for 3h. Then, Pd(PPh3)2Cl2 (14 mg, 0.02 mmol, 2 mol%), CuI (8 mg, 0.04mmol, 4 mol%), an alkyne 3 (1,1 mmol) and piperidine (300 muL, 255 mg, 3 mmol) were added and the resulting reaction mixture was stirred at 80C (when trimethylsilylacetylene was employed as the alkyne, the reaction was carried out at 50C) for 3 h. The reaction mixture was diluted with EtOAc (100 mL), then saturated aqueous NH4Cl (100 mL) was added. The resulting mixture was stirred for 30 minutes and extracted with EtOAc (3x 25mL). The organic extracts were washed with water (3 x 25 mL) and brine (1 x 25 mL), driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatogaraphy on silica gel. This procedure was employed to prepare compounds 4a-l. GLC analysis showed that all these compounds had chemical purity higherthan 98%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 24134-09-6, its application will become more common.

Synthetic Route of 24134-09-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 24134-09-6 as follows.

Preparation 163 4-(1,2-dimethyl-1H-imidazol-5-yl)aniline Tetrakis(triphenylphosphine)palladium (0.053 g, 0.046 mmol) was added to a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.1 g, 0.456 mmol), 5-bromo-1,2-dimethyl-1H-imidazole (0.088 g, 0.502 mmol) and cesium fluoride (0.208 g, 1.369 mmol) in DME/MeOH (2/1, 2.9 mL). The reaction mixture was heated for 10 minutes at 150 C. under microwave irradiation. The reaction was diluted with EtOAc and quenched with water. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure. The crude mixture was purified using Biotage silica gel column chromatography eluting with 1 to 5% MeOH/aq. NH3 (10/1) in DCM followed by filtration through a SCX-2 column to afford the title product as a white solid (48 mg, 56%). 1H NMR (500 MHz, CDCl3): delta 2.42 (s, 3H), 3.46 (s, 3H), 3.81 (br s, 2H), 6.71-6.74 (m, 1H), 6.85 (s, 1H), 7.12-7.14 (m, 1H). LC (Method B)-MS (ESI, m/z) tR 0.24 min, 188 [M+H]+

According to the analysis of related databases, 24134-09-6, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 24134-09-6

A 2.5 M solution of n-butyllithium in hexanes (0.260 mL, 0.650 mmol) was added dropwise to a dry ice-acetone cooled solution of 5-bromo-1,2-dimethyl-1H-imidazole (120 mg, 0.686 mmol) in tetrahydrofuran (2 mL). After 30 seconds, a solution of (4-chloro-2-methoxy-3-((4-(2,2,2-trifluoroethyl)piperazin-1-yl)methyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanone (157 mg, 0.325 mmol, Intermediate 17: step b) in tetrahydrofuran (1 mL) was added dropwise by syringe. After 2 minutes, the flask was removed from the cooling bath. After 3 minutes, the flask was placed into an ice-water bath. After 45 minutes, water (20 mL) and ethyl acetate (50 mL) were added sequentially. The layers were separated. The organic layer was dried with sodium sulfate and the dried solution was filtered. Celite (7 g) was added to the filtrate and the mixture was concentrated in vacuo. The dry solid was loaded onto a silica gel column for flash-column chromatography. Elution with dichloromethane initially, grading to 10% methanol-dichloromethane provided impure title compound. Further purification by RP-HPLC eluting with 5% acetonitrile-water containing 0.2% TFA and partitioning of the combined fractions between dichloromethane-saturated aqueous sodium bicarbonate solution provided the title compound as a white solid. 1H NMR (500 MHz, CDCl3) delta ppm 8.20 (d, J=2.2 Hz, 1H), 7.72 (d, J=8.7 Hz, 1H), 7.41-7.34 (m, 1H), 7.12 (s, 1H), 6.05 (s, 1H), 5.89 (s, 1H), 4.09 (s, 3H), 3.91 (s, 3H), 3.88-3.80 (m, 2H), 3.37 (s, 3H), 2.99-2.87 (m, 2H), 2.65 (s, 8H), 2.24 (s, 3H); MS (ESI): mass calcd. for C26H30ClF3N8O2, 578.2. m/z found, 579.1 [M+H]+. (4-Chloro-2-methoxy-3-((4-(2,2,2-trifluoroethyl)piperazin-1-yl)methyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol was purified by chiral SFC (Chiralpak AD-H, 5 mum, 250 mm¡Á30 mm, mobile phase: 85% CO2, 15% isopropanol containing 0.2% isopropylamine) to provide two enantiomers. The first eluting enantiomer was Example 17b: 1H NMR (500 MHz, CDCl3) delta ppm 8.17 (d, J=2.1 Hz, 1H), 7.75 (d, J=8.7 Hz, 1H), 7.40-7.35 (m, 1H), 7.18 (s, 1H), 6.13 (s, 1H), 4.54 (s, 1H), 4.09 (s, 3H), 3.92 (s, 3H), 3.85 (s, 2H), 3.40 (s, 3H), 2.98-2.89 (m, 2H), 2.70-2.62 (m, 8H), 2.33 (s, 3H); MS (ESI): mass calcd. for C26H30ClF3N8O2, 578.2. m/z found, 579.1 [M+H]+ and the second eluting enantiomer was Example 17c: 1H NMR (500 MHz, CDCl3) delta ppm 8.16 (d, J=2.2 Hz, 1H), 7.77 (d, J=8.7 Hz, 1H), 7.41-7.36 (m, 1H), 7.20 (s, 1H), 6.16 (s, 1H), 4.16-4.06 (m, 4H), 3.93 (s, 3H), 3.86 (s, 2H), 3.41 (s, 3H), 2.98-2.88 (m, 2H), 2.71-2.61 (m, 8H), 2.35 (s, 3H); MS (ESI): mass calcd. for C26H30ClF3N8O2, 578.2. m/z found, 579.1 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 24134-09-6.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 24134-09-6, Quality Control of 5-Bromo-1,2-dimethyl-1H-imidazole

Example 42a: (4-chloro-2-methoxy-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)(2,6-dimethylpyridin-3-yl)methanol A solution of -BuLi (2.5 M in liexanes, 1.2 mL, 3.0 mmol) was added dropwise by syringe to a solution of 5-bromo- 1 ,2-dimethyl- lH-imidazole (570.8 mg, 3.261 mmol) in dry THF (6 mL) in a dry ice-acetone bath. After 1-2 minutes, a solution of (4-chloro~2~methoxy-3-((6- (frifluoromethyl)pyridin-3-yl)m (0.790 g, 1 .626 mmol, Intermediate 47: step b) in dry THF (2 mL) was added dropwise. The reaction was stirred for 5 minutes, then was moved into an ice bath and allowed to warm to ambient temperature. The reactio was quenched with saturated aqueous ammonium chloride. The mixture was partitioned between water and dichloromethane. The separated aqueous phase was further extracted with dichloromethane. The organic phase was dried (Na2S04), filtered, and concentrated. The crude product was purified by flash column chromatography (silica gel, 0-5% MeOH-DCM) followed by reverse-phase HPLC (acetonitrile/H20 + 0.05% TFA). The product fractions were basified with saturated aqueous sodium bicarbonate and extracted with DCM, before being dried (Na2S04), filtered, and concentrated to dryness to provide the title compound. H NMR. (400 MHz, CDC13) delta 8.76 (d, J = 2.0 Hz, 1H), 8.13 (d, J = 2.2 Hz, 1H), 7.79 – 7.73 (m, 2H), 7.57 (dd, J = 8.1, 0.9 Hz, 1H), 7.41 (dd, J = 8.7, 2.2 Hz, 1H), 7.1 1 (d, J = 8.0 Hz, 1H), 6.94 (d, J = 8.0 Hz, i f }. 6.04 (s, 1H), 4.35 (s, 2H), 4.08 (s, 3H), 3.39 (s, 3H), 2.53 (s, 3H), 2.41 (s, 3H), 2.37 (s, 3H); MS m/e 582.2 [M+H]+.Example 42a was purified by chira SFC (ChiralPak AD-H, 70:30 C02:mixture of MeOH/?PrOH (50:50 + 0.3% PrNH2)) to provide two pure enantiomers. The first eluting enantiomer was Example 42b: H NMR (400 MHz, CDCI3) delta ppm 8.77 (s, 1H), 8.15 – 8.52 (m, I I I). 7.77 (d, ,/ 8.3 Hz, 2H), 7.57 (d, ./ 8.2 Hz, 1 H), 7.45 – 7.40 (rn, 1H), 7.1 1 (d, J = 8.0 Hz, I I I). 6.94 (d, ./ = 8.1 Hz, I I I). 6.06 (s, 1 1 1). 4.36 (s, 2H), 4.09 (s, 3H), 3.40 (s, 3H), 3.30 (s, IH), 2.54 (s, 3H), 2.42 (s, 3H), 2.39 (s, 3H); MS m/e 582.2 [M+H]+. The second eluting enantiomer was Example 42c: 1 I NMR (400 MHz, CDCI3) 6 ppm 8.76 (d, ,/ 2.1 Hz, l i s). 8.56 (d, ./ 2,1 Hz, 1H), 7.79 – 7.74 (rn, 1H), 7.70 (d, J = 8.7 Hz, 5 H), 7.60 – 7.55 (m, I H), 7.37 (dd, J= 8.7, 2.1 Hz, IH), 7.1 1 (d, ./ 8.0 Hz, IH), 6.93 (d, ./ = 8.0 Hz, IH), 5.98 (s, IH), 4.35 is. 21 1). 4.28 – 4.18 (m, IH), 4.07 (s, 3H), 3.37 (s, 3H), 2.53 (s, 3H), 2.40 (s, 3H), 2.33 (s, 3H); MS m/e 582.0 [M+Hf .

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-1,2-dimethyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 24134-09-6, These common heterocyclic compound, 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of n-BuLi (2.5 M in hexanes, 0.24 mL, 0.6 mmol) was added dropwise by syringe to a solution of 5-bromo-1,2-dimethyl-1H-imidazole (107.8 mg, 0.616 mmol) in dry THF (6 mL) in a dry ice-acetone bath. After 1-2 minutes, (4-chloro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (0.217 g, 0.512 mmol, Intermediate 46: step b) in dry THF (2 mL) was added to the mixture via syringe. After 5 minutes, the reaction was removed from the cold bath and was allowed to warm to ambient temperature overnight. The reaction was quenched with saturated aqueous ammonium chloride. Water was added and the aqueous mixture was extracted with dichloromethane. The combined organic layers were dried (Na2SO4), filtered, and concentrated to dryness. The crude product was purified by flash column chromatography (silica gel, 0-10% MeOH-DCM) to provide the title compound. 1H NMR (400 MHz, CDCl3) delta 8.23 (d, J=2.2 Hz, 1H), 7.63 (d, J=8.7 Hz, 1H), 7.37 (dd, J=8.8, 2.1 Hz, 1H), 7.30-7.25 (m, 2H), 6.97-6.92 (m, 2H), 6.19 (s, 1H), 6.12 (s, 2H), 4.22 (s, 2H), 4.07 (s, 3H), 3.37 (s, 6H), 2.24 (s, 6H); MS m/e 520.2 [M+H]+.

Statistics shows that 5-Bromo-1,2-dimethyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 24134-09-6.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C5H7BrN2

General procedure: To a solution of 2-disubstituted 1-methyl-1H-imidazole 1 (1 mmol) in DMF (5 mL), NBS(169 mg, 0,95 mmol) was added and the resulting reaction mixture was stirred in the dark at room temperature for 3h. Then, Pd(PPh3)2Cl2 (14 mg, 0.02 mmol, 2 mol%), CuI (8 mg, 0.04mmol, 4 mol%), an alkyne 3 (1,1 mmol) and piperidine (300 muL, 255 mg, 3 mmol) were added and the resulting reaction mixture was stirred at 80C (when trimethylsilylacetylene was employed as the alkyne, the reaction was carried out at 50C) for 3 h. The reaction mixture was diluted with EtOAc (100 mL), then saturated aqueous NH4Cl (100 mL) was added. The resulting mixture was stirred for 30 minutes and extracted with EtOAc (3x 25mL). The organic extracts were washed with water (3 x 25 mL) and brine (1 x 25 mL), driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatogaraphy on silica gel. This procedure was employed to prepare compounds 4a-l. GLC analysis showed that all these compounds had chemical purity higherthan 98%.

The synthetic route of 24134-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bellina, Fabio; Lessi, Marco; Marianetti, Giulia; Panattoni, Alessandro; Tetrahedron Letters; vol. 56; 25; (2015); p. 3855 – 3857;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 24134-09-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

n-BuLi (1.23 M in hexanes, 18.9 mL, 23.2 mmol) was added dropwise to a stirred slurry of 5-bromo-1,2-dimethyl-1H-imidazole (5.13 g, 27.8 mmol) in THF (40 mL) at -78 C. under nitrogen. After stirring for 20 minutes, the slurry was treated dropwise over 2 minutes with a solution of methyl 3-(benzyloxy)-4-chloro-2-methoxyquinoline-6-carboxylate (3.32 g, 9.28 mmol, Intermediate 32) in THF (20 mL). The flask was then rinsed with THF (10 mL), and that was added to the imidazole flask. The reaction was stirred in the dry ice/acetone bath for 10 minutes, then removed from the cold bath and stirred for 20 minutes, then stirred in an ice bath for 30 minutes. The reaction was then quenched with saturated aqueous NH4Cl and concentrated to remove the THF. The aqueous residue was partitioned between water (300 mL) and DCM (250 mL). The layers were separated and the aqueous layer further extracted with DCM (250 mL). The organics were combined, dried (Na2SO4), filtered and concentrated to dryness to provide an orange oil. The crude material was purified by FCC (0-10% MeOH/DCM) to afford the title compound as a yellow solid. 1H NMR (500 MHz, CDCl3) delta ppm 8.13 (s, 1H), 7.70 (d, J=8.7 Hz, 1H), 7.58-7.55 (m, 2H), 7.42-7.34 (m, 4H), 6.20 (s, 2H), 5.20 (s, 2H), 4.62 (s, 1H), 4.16 (s, 3H), 3.42 (s, 6H), 2.32 (s, 6H). MS (ESI): mass calcd. for C28H28ClN5O3, 517.2. m/z found, 518.1 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-1,2-dimethyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 24134-09-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 76: (4-chloro-2-methoxy-3-(4-(trifluoromethoxy)benzyl)quinolin-6-yl)bis(1,2-dimethyl-1H-imidazol-5-yl)methanol To a 25 mL round bottom flask was added 5-bromo- 1 ,2-dimethyl- IH-imidazole (0.22 g, 1.11 mmol) and dry THE (2 mL). The mixture was cooled to -78 C and -BuLi (2.5 M in THF, 0.4 mL, 0,97 mmoi) was added dropwise over one minute. Stirring was continued for 10 minutes at -78 C and a solution of methyl 4-chloro-2-methoxy-3-(4-(trifluoromethoxy)benzyI)quinoline-6- carboxylate (0.12 g, 0.28 mmol, Intermediate 54: step d) in dry THF (4 mL) was added slowly. Stirring was continued at -78 C for 10 minutes then the mixture was cooled to 0 C in an ice bath. The mixture was sirred for 30 minutes then quenched with saturated aqueous NH4CI solution. Water was added and the mixture was extracted with EtOAc (2 x). The EtOAc extracts were combined, washed with brine, dried over Na?S04, filtered and evaporated in vacuo. The residue was purified by FCC (0 – 10 % MeOH/DCM, gradient) to provide the title compound as a tan solid.JH NMR (400 MHz, CD3OD) delta 8.24 (s, I H), 7.84 (s, I H), 7.59 (s, IH), 7.34 (s, 2H), 7.17 (s, 2H), 6.15 (s, 21 1). 4.35 (s, 2H), 4.09 (s, 3H), 3.50 (s, 6H), 2.36 (s, 6H); MS(ESI) 586

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1,2-dimethyl-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem