1H-BenziMidazole-1-carboxylicacid,5-broMo-,1,1-diMethylethylester

Base Information

• Chemical Name: 1H-BenziMidazole-1-carboxylicacid,5-broMo-,1,1-diMethylethylester
• CAS No.: 942590-05-8
• Molecular Formula: C12H13BrN2O2
• Molecular Weight: 297.151
• Hs Code.: 2933998090
• Mol file: 942590-05-8.mol

Synonyms:1,1-dimethylethyl 5-bromo-1H-benzimidazole-1-carboxylate;tert-butyl 5-bromobenzoimidazole-1-carboxylate;QC-7864;

Chemical Property of 1H-BenziMidazole-1-carboxylicacid,5-broMo-,1,1-diMethylethylester

Chemical Property:

• PSA: 44.12000
• LogP: 3.58200
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

tert-Butyl5-Bromo-1H-benzo[D]imidazole-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-BenziMidazole-1-carboxylicacid,5-broMo-,1,1-diMethylethylester

There total 4 articles about 1H-BenziMidazole-1-carboxylicacid,5-broMo-,1,1-diMethylethylester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-bromo-1H-benzo[d]imidazole (4887-88-1) → 1,1-dimethylethyl 5-bromo-1H-benzimidazole-1-carboxylate (942590-05-8)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 5-bromo-1H-benzo[d]imidazole (4887-88-1) → 1,1-dimethylethyl 5-bromo-1H-benzimidazole-1-carboxylate (942590-05-8) + tert-butyl 6-bromo-1H-benzo[d]imidazole-1-carboxylate (1006899-77-9)

Guidance literature:

With dmap; In tetrahydrofuran; for 16h; Heating / reflux;

Reference yield:

4-Bromo-benzene-1,2-diamine (1575-37-7) → 1,1-dimethylethyl 5-bromo-1H-benzimidazole-1-carboxylate (942590-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / N,N-dimethyl-formamide; water / 1 h / 20 °C

1.2: pH 7

2.1: dmap; triethylamine / tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; dmap; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

upstream raw materials:

di-tert-butyl dicarbonate

5-bromo-1H-benzo[d]imidazole

4-Bromo-benzene-1,2-diamine

Downstream raw materials:

1,1-dimethylethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole-1-carboxylate

4-(1H-benzimidazol-5-yl)-N-{[(3R)-1-cyclopropylcarbonyl-3-pyrrolidinyl]methyl}-N-(1-methylethyl)benzamide

4-(1H-benzimidazol-5-yl)-N-{[(3R)-1-cyclopropylcarbonyl-3-pyrrolidinyl]methyl}-N-(phenylmethyl)benzamide

6-(1H-benzo[d]imidazol-5-yl)-1-(cyclohexylmethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one;

Refernces

• 1、 Ma, Yueyue,Hong, Jufei,Yao, Xiantong,Liu, Chengyu,Zhang, Ling,Fu, Youtian,Sun, Maolin,Cheng, Ruihua,Li, Zhong,Ye, Jinxing. "Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling". supporting information. p. 9387 - 9392. Retrieved 2021/12/17.
• 2、 -. "TREATMENT OF CANCERS HAVING K-RAS MUTATIONS". Paragraph 0582. . Retrieved 2013/05/08.