1-((2-(Trimethylsilyl)Ethoxy)Methyl)-2-Bromo-1H-Imidazole-4-Carbonitrile

Base Information

• Chemical Name: 1-((2-(Trimethylsilyl)Ethoxy)Methyl)-2-Bromo-1H-Imidazole-4-Carbonitrile
• CAS No.: 854044-51-2
• Molecular Formula: C10H16BrN3OSi
• Molecular Weight: 302.246
• Mol file: 854044-51-2.mol

Synonyms:1-((2-(Trimethylsilyl)Ethoxy)Methyl)-2-Bromo-1H-Imidazole-4-Carbonitrile;2-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carbonitrile

Chemical Property of 1-((2-(Trimethylsilyl)Ethoxy)Methyl)-2-Bromo-1H-Imidazole-4-Carbonitrile

Chemical Property:

• PSA: 50.84000
• LogP: 2.82958
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-Bromo-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-imidazole-4-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-((2-(Trimethylsilyl)Ethoxy)Methyl)-2-Bromo-1H-Imidazole-4-Carbonitrile

There total 8 articles about 1-((2-(Trimethylsilyl)Ethoxy)Methyl)-2-Bromo-1H-Imidazole-4-Carbonitrile 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: 77.0%

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carbonitrile (854044-50-1) → 2-bromo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-4-carbonitrile (854044-51-2)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 60 ℃; for 4h; Product distribution / selectivity;

Reference yield: 77.0%

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + 1H-imidazole-4-carbonitrile (57090-88-7) → 2-bromo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-4-carbonitrile (854044-51-2)

Guidance literature:

(2-trimethylethylsilylethoxy)methyl chloride; 1H-imidazole-4-carbonitrile; With potassium carbonate; In acetone; at 20 ℃; for 10h;

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 60 ℃; for 4h;

DOI:10.1055/s-0028-1083173

Reference yield: 73.0%

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carbonitrile (854044-50-1) + 1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-5-carbonitrile (885693-61-8) → 2-bromo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-4-carbonitrile (854044-51-2)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; at 60 - 74 ℃; for 1.5h; Product distribution / selectivity;

upstream raw materials:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carbonitrile

1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-5-carbonitrile

(2-trimethylethylsilylethoxy)methyl chloride

1H-imidazole-4-carbonitrile

Downstream raw materials:

ethyl 4-cyano-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-2-carboxylate

4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide

5-{[4-Cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carbonyl]-amino}-6-(4,4-dimethyl-cyclohex-1-enyl)-3',4',5',6'-tetrahydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "SUBSTITUTED PYRAZOLOPYRIMIDINES AND SUBSTITUTED PURINES AND THEIR USE AS UBIQUITIN-SPECIFIC-PROCESSING PROTEASE 1 (USP1) INHIBITORS". Paragraph 0692-0693. . Retrieved 2020/07/14.
• 2、 -. "IMIDAZOLE DERIVATIVES AND THEIR USE IN THE TREATMENT OF AUTOIMMUNE OR INFLAMMATORY DISEASES OR CANCERS". Page/Page column 53. . Retrieved 2018/03/25.