Category: 95470-42-1

Application of 95470-42-1, 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. 95470-42-1, name is Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

(1) Ethyl 2-bromo-4-methyl-1 H-imidazole-5-carboxylate (2.75 g, 11.81 mmol) described in Example 1(1) was dissolved in DMF (20 mE), potassium carbonate (3.26 g, 23.62 mmol) and 2,5-dichlorobenzyl bromide (3.4 g, 14.17 mmol) were added thereto, and the mixture was stirred at 90° C. for 3 hours. Afier the reaction, water (50 mE) was added and the mixture was extracted twice with ethyl acetate (50 mE). The organic layer was washed with saturated aqueous sodium chloride and subsequently dried over sodium sulfate. After concentrating the organic layer, the residue was purified by column chromatography to obtain ethyl 2-bromo-1 -(2,5- dichlorobenzyl)-4 -methyl-i H-imidazole-5-carboxylate(1.72 g):10160] ?H-NMR (CDC13) oe: 7.34 (1H, d, J=8.8 Hz), 7.20(1H, dd, J=8.8, 2.4 Hz), 6.40 (1H, d, J=2.4 Hz), 5.60 (2H, s),4.25 (2H, q, J=7.2 Hz), 2.56 (3H, s), 1.27 (3H, t, J=7.1 Hz);10161] ESI-MS mlz=391 (M+H).

The chemical industry reduces the impact on the environment during synthesis Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Teijin Pharma Limited; Maruyama, Akinobu; Kamada, Hirofumi; Fujinuma, Mika; Takeuchi, Susumu; Saitoh, Hiroshi; Takahashi, Yoshimasa; US2015/284358; (2015); 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. 95470-42-1, name is Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 95470-42-1

Ethyl 2-bromo-1-(cyclopropylmethyl)-4-methyl-1H-imidazole-5-carboxylate (EV-AT8650-001)? Step 2 To ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (EV-AT8648-001, 550 mg, 2.36 mmol) in DMF (10 ml), was added potassium carbonate (652 mg, 4.72 mmol) followed by (bromomethyl)cyclopropane (0.25 ml, 2.60 mmol) and the reaction mixture stirred at room temperature for 16h. Saturated aqueous ammonium chloride (150 ml) was added to the reaction mixture and the aqueous layer was extracted with ethyl acetate (2×150 ml). The combined organics were then dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography (0-100percent ethyl acetate/heptane) to afford 543 mg (80percent) of ethyl 2-bromo-1-(cyclopropylmethyl)-4-methyl-1H-imidazole-5-carboxylate (EV- AT8650-001) as a colourless oil. LCMS (method D): retention time 1.23 min, M/z = 287/289 (M + 1).

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; PADLOCK THERAPEUTICS, INC.; DEVRAJ, Rajesh; KUMARAVEL, Gnanasambandam; ATTON, Holly; BEAUMONT, Edward; GADOULEAU, Elise; GLEAVE, Laura; KERRY, Philip Stephen; LECCI, Cristina; MENICONI, Mirco; MONCK, Nat; PALFREY, Jordan; PAPADOPOULOS, Kostas; TYE, Heather; WOODS, Philip A.; (158 pag.)WO2017/147102; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 95470-42-1, 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 95470-42-1 as follows.

B. To a stirred suspension of ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (0.90 g, 3.86 mmol) and potassium carbonate (1.07 g, 7.74 mmol) in N,N-dimethylformamide (15 mL) under nitrogen atmosphere was added iodomethane (0.73 mL, 11.6 mmol). The reaction mixture was stirred for 1.5 h, and diluted with ethyl acetate (75 mL). The organic layer was washed with water (25 mL) and brine (25 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography eluting with 10-60percent ethyl acetate in hexanes to afford the title compounds. First fraction: ethyl 2-bromo-1,4-dimethyl-1H-imidazole-5-carboxylate (0.61 g, 64percent): 1H NMR (300 MHz, CDCl3) delta 4.33 (q, J=7.1 Hz, 2H), 3.86 (s, 3H), 2.46 (s, 3H), 1.38 (t, J=7.1 Hz, 3H); MS (ES+) m/z 247.1 (M+1). Second fraction: ethyl 2-bromo-1,5-dimethyl-1H-imidazole-4-carboxylate (0.30 g, 32percent); 1H NMR (300 MHz, CDCl3) delta 4.35 (q, J=7.1 Hz, 2H), 3.54 (s, 3H), 2.56 (s, 3H), 1.38 (t, J=7.1 Hz, 3H); MS (ES+) m/z 247.1 (M+1).

According to the analysis of related databases, 95470-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dales, Natalie; Fonarev, Julia; Fu, Jianmin; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Pokrovskaia, Natalia; Raina, Vandna; Sun, Shaoyi; Zhang, Zaihui; US2009/156615; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 95470-42-1, name is Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, 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. HPLC of Formula: C7H9BrN2O2

Example 12.2 Synthesis of Ethyl 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methyl-1H-imidazole-5-carboxylate Following the procedure as described in Example 12, making variations only as required to use 4-(benzyloxy)pyridin-2(1H)-one in place of 4-phenylpyridin-2-ol to react with ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate in place of ethyl 2-bromo-4-methylthiazole-5-carboxylate at 130° C. for 54 hours, the title compound was obtained as a colorless solid in 26percent yield: mp 135-136° C.; 1H NMR (300 MHz, CDCl3) delta 12.01 (s, 1H), 8.60-8.50 (m, 1H), 7.44-7.36 (m, 5H), 6.21 (dd, J=8.0, 2.6 Hz, 1H), 6.04 (d, J=2.6 Hz, 1H), 5.06 (s, 2H), 4.44-4.29 (m, 2H), 2.59-2.51 (m, 3H), 1.44-1.34 (m, 3H); MS (ES+) m/z 354.2 (M+1).

The synthetic route of Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dales, Natalie; Fonarev, Julia; Fu, Jianmin; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Pokrovskaia, Natalia; Raina, Vandna; Sun, Shaoyi; Zhang, Zaihui; US2009/156615; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 95470-42-1, A common heterocyclic compound, 95470-42-1, name is Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, molecular formula is C7H9BrN2O2, 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.

(2) Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (2.75 g, 11.81 mmol) described in (1) was dissolved in DMF (20 mL), potassium carbonate (3.26 g, 23.62 mmol) and 2,5-dichlorobenzyl bromide (3.4 g, 14.17 mmol) were added thereto, and the mixture was stirred at 90° C. for 3 hours. After the reaction, water was added and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and subsequently dried over sodium sulfate. After concentrating the organic layer, the residue was purified by column chromatography to obtain ethyl 2-bromo-1-(2,5-dichlorobenzyl)-4-methyl-1H-imidazole-5-carboxylate (1.72 g): 1H-NMR (CDCl3) delta: 7.34 (1H, d, J=8.8 Hz), 7.20 (1H, dd, J=8.8, 2.4 Hz), 6.40 (1H, d, J=2.4 Hz), 5.60 (2H, s), 4.25 (2H, q, J=7.2 Hz), 2.56 (3H, s), 1.27 (3H, t, J=7.1 Hz).

The synthetic route of 95470-42-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEIJIN PHARMA LIMITED; MIYAMOTO, Hidetoshi; NOZATO, Hisae; MARUYAMA, Akinobu; (16 pag.)US2017/144987; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 95470-42-1, 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. 95470-42-1, name is Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

(1) Ethyl 2-bromo-4-methyl-1 H-imidazole-5-carboxylate (2.75 g, 11.81 mmol) described in Example 1(1) was dissolved in DMF (20 mE), potassium carbonate (3.26 g, 23.62 mmol) and 2,5-dichlorobenzyl bromide (3.4 g, 14.17 mmol) were added thereto, and the mixture was stirred at 90° C. for 3 hours. Afier the reaction, water (50 mE) was added and the mixture was extracted twice with ethyl acetate (50 mE). The organic layer was washed with saturated aqueous sodium chloride and subsequently dried over sodium sulfate. After concentrating the organic layer, the residue was purified by column chromatography to obtain ethyl 2-bromo-1 -(2,5- dichlorobenzyl)-4 -methyl-i H-imidazole-5-carboxylate(1.72 g):10160] ?H-NMR (CDC13) oe: 7.34 (1H, d, J=8.8 Hz), 7.20(1H, dd, J=8.8, 2.4 Hz), 6.40 (1H, d, J=2.4 Hz), 5.60 (2H, s),4.25 (2H, q, J=7.2 Hz), 2.56 (3H, s), 1.27 (3H, t, J=7.1 Hz);10161] ESI-MS mlz=391 (M+H).

The chemical industry reduces the impact on the environment during synthesis Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Teijin Pharma Limited; Maruyama, Akinobu; Kamada, Hirofumi; Fujinuma, Mika; Takeuchi, Susumu; Saitoh, Hiroshi; Takahashi, Yoshimasa; US2015/284358; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 95470-42-1, name is Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, 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 95470-42-1, Safety of Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate

Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (2.75 g, 11.8 mmol) was dissolved in DMF (20 mL), potassiumcarbonate (3.26 g, 23.6 mmol) and 2,5-dichloronbenzyl bromide (3.4 g, 14.2 mmol) were added thereto, and thereaction mixture was stirred at 90°C for 3 hours. Water (50 mL) was added after the reaction was complete, andthe reaction mixture was extracted twice with ethyl acetate (50 mL). After washing with a saturated aqueous sodiumchloride solution, the organic phase was dried over sodium sulfate. After concentration under reduced pressure,the residue was purified by silica gel column chromatography to obtain ethyl 2-bromo-1-(2,5-dichlorobenzyl)-4-methyl-1H-imidazole-5-carboxylate (1.72 g) : 1H-NMR (CDCl3) delta: 7.34 (1H, d, J=8.8 Hz), 7.20 (1H, dd, J=8.8, 2.4Hz), 6.40 (1H, d, J=2.4 Hz), 5.60 (2H, s), 4.25 (2H, q, J=7.2 Hz), 2.56 (3H, s), 1.27 (3H, t, J=7.1 Hz); ESI-MS m/z=391(M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Teijin Pharma Limited; MARUYAMA, Akinobu; TAKEUCHI, Susumu; TAKAHASHI, Yoshimasa; (30 pag.)EP3144306; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 95470-42-1 as follows. Quality Control of Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate

A solution of 2-bromo-4-methyl-lH-imidazole-5- carboxylic acid ethyl ester (1.0 g, 4.29 mmol) in dimethylformamide (DMF, 30 ml) was cooled to O0C, added with 60percent sodium hydride (NaH, 343 mg, 8.58 mmol) and stirred for 30 min. Iodomethane (0.8 ml, 12.87 mmol) was slowly added in droplets to the resulting solution which was then heated from 00C to room temperature with stirring for 4 hrs and added with water, followed by extraction with ethyl acetate. The extract was dried over MgSO4, filtered and concentrated in a vacuum. The purification of the concentrate thus obtain through silica gel column chromatography(hexane : ethyl acetate=5:l) afforded the object compound as a white solid (693 mg, 2.81 mmol, 65percent) . 1H-NMROOO MHz, CDCl3) sigma 1.38 (t, 3H, J = 7.1 Hz) ,2.46(s, 3H) , 3.88(s, 3H) , 4.33(q, 2H, J = 7.1 Hz); MS 246 (M+) .

According to the analysis of related databases, 95470-42-1, the application of this compound in the production field has become more and more popular.

Related Products of 95470-42-1, These common heterocyclic compound, 95470-42-1, name is Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate, 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.

(1) Ethyl 2-bromo-4-methyl-i H-imidazole-5-carboxylate (1.52 g, 6.0 mmol), (4-chlorobenzo[b]thiophen-3-yl)metha- nol (1.79 g, 9.0 mmol) obtained according to a method described in a literature (for example, WO 2002/066457), and triphenylphosphine (2.36 g, 9.0 mmol) were dissolved in THF (15 mE), a 1.9 M solution of DIAD in toluene (4.73 mE, 9.0 mmol) was added dropwise thereto under cooling at 0°C., and the mixture was stirred at 30°C. for 10 hours. The solvent was distilled away and the residue was purified by colunm chromatography to obtain ethyl 2-bromo-i ((4-chlorobenzo [b]thiophen-3-yl)methyl)-4-methyl- 1 H-imidazole-5-car- boxylate (1.73 g):10138] ?H-NMR (CDC13) oe: 7.72 (1H, d, J=8.3 Hz), 7.41-7.24 (3H, m), 6.15 (2H, s), 4.21 (2H, q, J=7.1 Hz), 2.57 (3H, s), 1.20 (3H, t, J=7.1 Hz);10139] ESI-MS mlz=413 (M+H).

The synthetic route of 95470-42-1 has been constantly updated, and we look forward to future research findings.

Application of 95470-42-1, 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 95470-42-1 as follows.

After the addition of K2CO3(1.05 g, 7.63 mmol) thereto, a solution of 2-bromo-4-methyl-lH-imidazole-5-carboxylic acid ethyl ester (1.2 g, 5.08 mmol) in DMF (45 ml) was stirred at room temperature for 30 min and mixed with benzyl chloride (0.7 ml, 6.10 mmol). The reactants were induced to react therewith by elevating the temperature to 120¡ãC with stirring for 8 hrs. After the completion of reaction, the reaction mixture was cooled and added with water. Then, extraction with ethyl acetate was precedent to drying over MgSO4, followed by filtration and vacuum concentration. Through silica gel column chromatography (hexane : ethyl acetate = 8:1), the concentrate thus obtained was purified to the object compound as a white solid (1.06 g, 3.28 mmol, 65percent) . 1H-NMROOO MHz, CDCl3) sigma 1.40 (t, 3H, J = 7.1 Hz) , 2.48(s, 3H) , 4.37(q, 2H, J = 7.1 Hz) , 5.17(s, 2H) , 7.03 (m, 2H) , 7.32 (m, 3H) ;MS 323 (M+) .

According to the analysis of related databases, 95470-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOREA RESERACH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/111794; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem