5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide

Base Information

• Chemical Name: 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide
• CAS No.: 929040-18-6
• Molecular Formula: C₂₁H₁₅BrF₃N₃O₂S
• Molecular Weight: 510.334
• Mol file: 929040-18-6.mol

Synonyms:5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide

Chemical Property of 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide

There total 2 articles about 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide 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: 83.0%

methyl 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)-phenyl]ethyl}oxy)thiophene-2-carboxylate (929040-09-5) → 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide (929040-18-6)

Guidance literature:

With ammonia; In methanol; at 95 ℃; for 72h;

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) → 5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide (929040-18-6) + C21H15BrF3N3O2S (1245927-57-4)

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;

With ammonia; In methanol; at 80 ℃;

DOI:10.1016/j.bmcl.2010.06.009

Reference yield: 97.0%

5-(5-bromo-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide (929040-18-6) + 2-fluoropyridin-4-ylboronic acid (401815-98-3) → E-5-[5-(2-Fluoro-4-pyridinyl)-1H-benzimidazol-1-yl]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)-2-thiophenecarboxamide (929040-21-1)

Guidance literature:

With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl acetamide; water; at 80 ℃; for 1.5h; Inert atmosphere;

upstream raw materials:

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

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

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

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

Downstream raw materials:

5-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-1-yl]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxamide

E-5-[5-(2-Fluoro-4-pyridinyl)-1H-benzimidazol-1-yl]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)-2-thiophenecarboxamide