methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate

Base Information

• Chemical Name: methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate
• CAS No.: 929095-47-6
• Molecular Formula: C₂₂H₁₆BrF₃N₂O₃S
• Molecular Weight: 525.346
• Mol file: 929095-47-6.mol

Synonyms:methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate

Chemical Property of methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate

There total 2 articles about methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate 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: 84.0%

methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-hydroxythiophene-2-carboxylate + (S)-1-(2-trifluoromethylphenyl)ethanol (79756-81-3,127733-44-2,127852-29-3,127852-27-1) → methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate (929095-47-6)

Guidance literature:

methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-hydroxythiophene-2-carboxylate; (S)-1-(2-trifluoromethylphenyl)ethanol; In dichloromethane; at 20 ℃; for 0.166667h;

With di-tert-butyl-diazodicarboxylate; In dichloromethane; for 3h;

Reference yield:

5-bromo-1H-benzo[d]imidazole (4887-88-1) + (S)-1-(2-trifluoromethylphenyl)ethanol (79756-81-3,127733-44-2,127852-29-3,127852-27-1) + methyl 2-chloro-3-oxo-2,3-dihydrothiophen-2-yl-carboxylate (95201-94-8) → methyl 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)-phenyl]ethyl}oxy)thiophene-2-carboxylate (929040-09-5) + methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate (929095-47-6)

Guidance literature:

5-bromo-1H-benzo[d]imidazole; methyl 2-chloro-3-oxo-2,3-dihydrothiophen-2-yl-carboxylate; With sodium hydrogencarbonate; In chloroform;

(S)-1-(2-trifluoromethylphenyl)ethanol; With di-tert-butyl-diazodicarboxylate; In dichloromethane;

DOI:10.1016/j.bmcl.2010.06.009

Reference yield: 80.0%

methyl 5-(6-bromo-1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate (929095-47-6) + potassium vinyltrifluoroborate → methyl 3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}-5-(6-vinyl-1H-benzimidazol-1-yl)thiophene-2-carboxylate

Guidance literature:

With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In propan-1-ol; for 3h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

(S)-1-(2-trifluoromethylphenyl)ethanol

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

methyl 2-chloro-3-oxo-2,3-dihydrothiophen-2-yl-carboxylate