Category: 68282-53-1

68282-53-1, Adding some certain compound to certain chemical reactions, such as: 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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 68282-53-1.

COMPOUND 12.1. 20: 4- {5. 8-DIMETHOXY-2-rf4-METHYL-l-IMIDAZOL-5- YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-YL}-N,N- DIETHYLBENZAMIDE; INTERMEDIATE 5.1. 10 (115 mg, 0.31 mmol) and 4-methyl-5- imidazolecarbaldehyde (108 mg, 0.62 mmol) were dissolved in DCE (5.0 mL). After stirring for 10 min at room temperature, sodium triacetoxyborohydride (197 mg, 0.93 mmol) was added and the mixture was stirred for 18 h at room temperature. DCM and 1 M sodium hydroxide solution were added and the mixture was passed through a Whatman 1PS silicon-treated filter paper. The organic phase was evaporated and the crude product was purified by flash chromatography to yield the product (103 mg, 0. 20 mmol, 65%).’H NMR (500 MHz, CDC13) : 8 0. 99, 1.18 (2 brs, 6H), 2.58-2. 74, 3.17-3. 50 (2 m, 8H), 3.32, 3.35 (2 s, 6H), 3.44, 3.65 (2 d, J 12.0 Hz, 2H), 5.05 (s, 1H), 6.51, 6.63 (2 d, J 9. 0 Hz, 2H), 6.87 (s, 1H), 7.00, 7.14 (m, 4H), 7. 21 (m, 5H), 7.80 (d, J 3. 5 Hz, 2H).

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 68282-53-1.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 68282-53-1, 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 68282-53-1 as follows.

COMPOUND 12.1. 53: NN-DIETHYL-4- {6-METHOXY-2- [4-METHYL-lH- IMIDAZOL-5-YL)METHYL]-7-NITRO-1,2,3,4-TETRAHYDROISOQUINOLIN-1- YLdBENZAMIDE; To a solution of INTERMEDIATE 9.2. 2 (1.16 g, 3.00 mmole) and 4-methyl-5- imidazolecarboxaldehyde (0.31 g, 2.8 mmole) in 1,2-dichloromethane (25 mL) was added sodium triacetoxyborohydride (1.65 g, 7.8 mmole) and the resulting solution was stirred at room temperature for 18 h. Sodium hydroxide (1M, 100 mL) was added and the mixture extracted with ethyl acetate (3 x 100 mL). The organic extracts were dried (MgSO4), filtered and the solvent removed in vacuo. The residue was purified by flash chromatography (ethyl acetate/10% methanol in chloroform, 2/8) to give COMPOUND 12.1. 53 (1.12 g, 78%) as a yellow amorphous solid. 1H NMR (500 MHz, CDC13) : 5 1.12, 1.23 (2 br s, 6H), 2.05 (s, 3H), 2.55 (m, 1H), 2.82 (dd, J3. 5,13 Hz, 1H), 3.02 (m, 1H), 3.12 (m, 1H), 3. 26 (br s, 2H), 3.30 (d, J 13.5 Hz, 1H), 3.54 (br s, 2H), 3.56 (d, J 13.5 Hz, 1H), 3.91 (s, 3H), 4.56 (s, 1H), 6.73 (br s, 2H), 6. 80 (s, 1H), 7.20 (s, 1H), 7.30 (m, 5H); 13C NMR (125 MHz, CDC13) : 8 10.76, 12.82, 14.13, 29.35, 39.39, 43.45, 46.11, 49.33, 56.46, 67.12, 113. 00, 126.13, 126.59, 127.03, 129.45, 129.50, 130.33, 133.05, 136.52, 137.67, 142.46, 144.01, 151.23, 171.07 ; (+) LRESIMS m/z 478 [M+H] +.

According to the analysis of related databases, 68282-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 68282-53-1, A common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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.

COMPOUND 12.1. 60: N*N-DIETHYL-4-f6-METHOXY-2-r (5-METHYL-1H- IMIDAZOL-4-YL) METHYLI-7- (NEOPENTYLOXY-1, 2, 3, 4- TETRAHYDROISOOUINOLIN-1-YUBENZAMIDE; To a solution of INTERMEDIATE 7.1. 4 (18 mg, 0.0424 mmol), 4-methyl-1H- imidazole-5-carboxaldehyde (5.8 mg, 0.052 mmol, 1. 2eq) in 1,2-dichloroethane (2 mL) was added sodium triacetoxyborohydride (11.1 mg, 0.052 mmol). The reaction mixture was stirred at room temperature for overnight, then diluted with dichloromethane (5 mL), quenched with saturated aqueous sodium bicarbonate (0.5 mL) and separated. The organic phase was washed with brine (1 x 2 mL), dried (MgSO4) and filtered. To the filtrate ps-scavenger was added, stirred for 2hr and filtered. The filtrate was concentrated and purified by flash chromatography to give compound COMPOUND 12.1. 60 (15 mg, 0.0029 mmol, 68%) as colorless oil. lHNMR (500 MHz, CD2Cl2) : No. 0. 89 (s, 9H), 1.00 (br s, 3H), 1.24 (br s, 3H), 1.90 (s, 3H), 1.99 (s, 2H), 2.45 (m, 1H), 2.68 (m, 1H), 2. 82 (m, 2H), 3.15 (br s, 2H), 3.28 (m, 2H), 3.40 (br s, 2H), 3.70 (s, 3H), 4.45 (s, 1H), 6.10 (br s, 1H), 6.51 (s, 1H), 7.29-7. 33 (m, 4H), 8.18 (s, 1H). (+) LRESIMS m/z 519 [M+H] +.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., COA of Formula: C5H6N2O

COMPOUND 12. 1.21 : N, N-DIETHYL-4-E1, 2, 3, 4-TETRAHYDRO-6-METHOXY-2- [ 4-METHYL-lH-IMIDAZOL-5-YL) METHYLI-1-ISOOUINOLINYLI- BENZAMIDE; INTERMEDIATE 5.1. 8 (1.1 g, 3.25 mmol) was dissolved in 1,2-dichloroethane (70 mL), 4-methyl-imidazole-5-carboxaldehyde (716 mg, 6.5 mmol) was added and the reaction mixture stirred at room temperature for 10 min. Sodium triacetoxyborohydride (2. 1 g, 9.8 mmol) was added and the reaction mixture stirred for a further 16 h. MeOH (5 mL) was added and the reaction mixture concentrated to dryness. The resulting residue was partitioned between EtOAc (50 mL) and NaOH (1N, 30 mL), the aqueous phase washed with EtOAc (2 x 50 mL), dried (MgS04), filtered and concentrated to dryness. The resulting residue was purified by flash chromatography on silica gel (10: 1, DCM: MeOH) to afford COMPOUND 12.1. 21 (736 mg, 54%) as a colourless oil. 1H NMR (500 MHz, CDC) : 8 1. 13,1. 24 (br s, 6H), 2.09 (s), 2.53 (td, J4, 13 Hz, ), 2.76 (br d, J 17 Hz, 1H, ), 2.98 (m, 1H), 3.09 (m, 1H), 3. 28 (br s, 2H), 3.55 (br s, 2H), 3.33 (d, J2 Hz, 1H), 3.60 (d, J2Hz, 1H), 3.76 (s, 3H), 4.56 (s, 1H), 6.58 (s, 1H), 6.64 (br s, 1H), 7.29-7. 30 (m, 5H), 8.30 (s, 1H). 13C NMR (125 MHz, CDC13) : 5 11.2, 13.1, 14.5, 29.2, 39.6, 43.7, 47.0, 49.6, 55.4, 68.0, 112.6, 113.0, 126.5, 127.0, 129.9, 130.0, 130.1, 133.2, 136.1, 136.2, 145.9, 158.1, 171.6. (+) LRESIMS m/z 433 [M+H] +.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., SDS of cas: 68282-53-1

4-[(3-Carbamoylphenyl)(piperidin-4-yliden e)methyl]-N, N-dimethylbenzamide (40 mg, 11 mmcl) and4-methyl-IH-imidazole-5-carbaldehyde (13.3 mg, 0.12 mmol) were dissolved in dichloroethane (1.5mL). Acetic acid (6.3 pL, 0.11 mmol) was added and the reaction was stirred for 10 minutes at room temperature before NaBH(OAc)3 (37.3 mg, 0.18 mmcl) was added. The reaction mixture was stirred at room temperature for 2 days. Methylene chloride (1 mL) was added and the mixture was washed with water (1 mL). The water phase was extracted with methylene chloride (1 mL x 3). The combined organic phases were dried with Na2SO4, filtered and evaporated. The crude product waspurified by preparative HPLC (10 to 50% CH3CN in 50 mM NH4HCOS(aq)) to give the title compound (14 mg, 28% yield) as a white solid. MS ESI m/z 458 [M+H].

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PHARMNOVO AB; VON MENTZER, Bengt; STARKE, Ingemar; BRANDT, Peter; (20 pag.)WO2016/99393; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 68282-53-1, A common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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.

COMPOUND 12.1.59: 4-{7-(CYCLOBUTYLOXY)-6-METHOXY-2-[(5-METHYL- 1H-IMIDAZOL-4-YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-YL}- N,N-DIETHYLBENZAMIDE; To a solution of INTERMEDIATE 7.1. 5 (18 mg, 0.044 mmol), 4-methyl-lH- imidazole-5-carboxaldehyde (5.8 mg, 0.052 mmol, 1. 2eq) in 1,2-dichloroethane (2 mL) was added sodium triacetoxyborohydride (11.1 mg, 0.052 mmol). The reaction mixture was stirred at room temperature for overnight, then diluted with dichloromethane (5 mL), quenched with saturated aqueous sodium bicarbonate (0.5 mL) and separated. The organic phase was washed with brine (1 x 2 mL), dried (MgSO4) and filtered. To the filtrate ps-scavenger was added, stirred for 2hr and filtered. The filtrate was concentrated and flash chromatography to give compound COMPOUND 12.1. 59 (22 mg, 0.04 mmol, 99%) as colorless oil. lHNMR (500 MHz, CD2C12) : 5 1.10 (br s, 3H), 1.24 (br s, 3H), 1.52 (m, 1H), 1.71 (m, 1H), 1.82 (m, 1H), 1.91 (br s, 2H), 2.05 (m, 1H), 2.15 (m, 1H), 2. 60 (s, 3H), 2.74 (m, 1H), 2.94 (m, 2H), 3.25 (br s, 2H), 3.40 (m, 1H), 3.53 (br s, 2H), 3.55 (br s, 2H), 3.60 (m, 1H), 6.00 (s, 1H), 6.64 (s, 1H), 7 33-7.55 (m, 4H), 8.20 (s, 1H). (+) LRESIMS m/z 503 [M+H] +.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 68282-53-1,Some common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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.

Example 2 3-(5-Methyl-3H-imidazol-4-ylmethylene)-4-pyridin-4-yl-1,3-dihydroindol-2-one A mixture of 4-pyridin-4-yl-1,3-dihydroindol-2-one (50 mg, 0.24 mmol), 5-methyl-3H-imidazole-4-carbaldehyde (24.4 mg, 0.24 mmol) and piperidine (1 drop) in ethanol (2 mL) was stirred at room temperature for 2 days. The precipitate which formed was filtered. Crystals which formed in the filtrate were isolated, washed with ethanol and dried to give 7.8 mg of the title compound. 1H NMR (360 MHz, DMSO-d6) delta 13.55 (br s, 1H, NH), 11.13 (br s, 1H, NH), 8.75 (d, J=6.0 Hz, 2H), 7.85 (s, 1H), 7.50 (d, J=6.0 Hz, 2H), 7.27 (t, J=7.7 Hz, 1H), 6.97 (d, J=7.7 Hz, 1H), 6.83 (d, J=7.7 Hz, 1H), 6.76 (s, 1H, H-vinyl), 1.78 (m, 3H, CH3) MS m/z 303 [M++1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; Tang, Peng Cho; Wei, Chung Chen; Huang, Ping; Cui, Jingrong; US2002/187978; (2002); 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. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Methyl-1H-imidazole-4-carbaldehyde

To a solution of 1-(5-chloropyridin-2-yl)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-2-phenylethanamine (0.02 g, 0.051 mmol) in dichloroethane (0.5 mL) in a two dram vial was added 4-methyl-1H-imidazole-5-carbaldehyde (6 mg, 0.051 mmol), followed by a drop of acetic acid. The reaction mixture was shaken for 20 minutes at room temperature and then NaBH(OAc)3 was added (12 mg, 0.056 mmol). The reaction was stirred at room temperature overnight. The solvents were removed and the residue was purified by preparative HPLC (phenominex C18 column, 21×100 mm, 5 mu) using MeOH/H2O (with 0.1% TFA) to give 1-(5-chloropyridin-2-yl)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-N-((4-methyl-1H-imidazol-5-yl)methyl)-2-phenylethanamine as a white solid (23.4 mg, 76% yield). LCMS: 3.6 min [M+1] 489.2 (4 min gradient, MeOH/H2O 0.1% TFA); 1H NMR (400 MHz, CDCl3) delta ppm 2.27 (s, 3H), 3.45-3.52 (m, 1H), 3.88-3.99 (m, 2H), 4.01-4.07 (m, 1H), 6.64 (d, J=7.09 Hz, 2H), 7.02 (d, J=8.56 Hz, 1H), 7.10 (t, J=7.46 Hz, 2H), 7.18 (t, J=7.46 Hz, 1H), 7.49 (d, J=7.58 Hz, 1H), 7.61 (d, J=9.54 Hz, 1H), 7.69 (s, 1H), 7.76 (dd, J=8.56, 2.45 Hz, 1H), 8.28 (s, 1H), 8.60 (d, J=1.96 Hz, 1H).

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 68282-53-1.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/161685; (2007); 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. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 68282-53-1

A solution of 3-methoxy-/V-((4-methyl-1 H-imidazol-5-yl)methylene)aniline in ethanol was prepared by heating a solution of 4-methyl-1 /-/-imidazole-5-carbaldehyde (0.1 10 g; 0.999 mmol) and 3-methoxyaniline (0.1 15 mL; 1.023 mmol) in ethanol (0.7 mL) at 65C for 24 h. The formation of the imine was quantitative and the solution was used without further purification. ESI/APCI (+): 216 (M+H). ESI/APCI (-): 214 (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 68282-53-1.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C5H6N2O

lb lb. 3-({4-[(2-Hydroxyethyl)(methyl)carbamoyl]phenyl}({l-[(4-methyl-lH-imidazol-5-yl)methyl]piperidin-4-ylidene})methyl)benzamide 3-({4-[(2-Hydroxyethyl)(methyl)carbam benzamide (79.0 mg, 0.2 mmol) was dissolved in 1 ,2-dichloroethane (2 mL) and acetic acid (57 muIota_, 1 .0 mmol) was added followed by 5-methylimidazole-4-carboxaldehyde (44.0 mg, 0.4 mmol) and NaBH(OAc)3 (169 mg, 0.8 mmol). The reaction was stirred at 50C for 48 h. The crude was purified by flash chromatography (ethyl acetate, ethyl acetate/methanol 75:25) to give the title compound as a crude material. This material was then purified by preparative HPLC (X-bridge column, 50 mM NH4HCO3 as mobile phase, CH3CN from 10 to 40) to give 5 mg of the title compound. MS m/z 488 [M+H]+.

The synthetic route of 68282-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMNOVO AB; VON MENTZER, Bengt; STARKE, Ingemar; BRANDT, Peter; (24 pag.)WO2016/99394; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem