(+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide

Base Information

Chemical Name:(+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide
CAS No.:1276687-55-8
Molecular Formula:C₂₁H₁₆F₃N₃O₂S
Molecular Weight:431.438
Hs Code.:

Synonyms:(+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide

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Chemical Property of (+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide

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Technology Process of (+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide

There total 6 articles about (+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)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: 90.0%

: 1276687-35-4
methyl (+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

: 1276687-55-8
(+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide

Guidance literature:: With ammonia; In methanol; at 70 ℃; for 72h;
DOI:10.1021/jm1011726

Reference yield:

: 5118-06-9
methyl 3-hydroxy-2-thiophenecarboxylate

: 1276687-55-8
(+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid; nitric acid / 3 h / -10 - 0 °C

2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 0 - 20 °C

3: iron; acetic acid / 2 h / 65 °C

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 50 °C

5: hydrogen; pyridinium p-toluenesulfonate / ethyl acetate / 20 °C

6: ammonia / methanol / 72 h / 70 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butyl-diazodicarboxylate; sulfuric acid; ammonia; hydrogen; nitric acid; pyridinium p-toluenesulfonate; iron; caesium carbonate; acetic acid; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; 2: Mitsunobu reaction / 4: Buchwald-Hartwig reaction;
DOI:10.1021/jm1011726

Reference yield:

: 1276687-27-4
methyl (+/-)-5-amino-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

: 1276687-55-8
(+/-)-5-(1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 50 °C

2: hydrogen; pyridinium p-toluenesulfonate / ethyl acetate / 20 °C

3: ammonia / methanol / 72 h / 70 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ammonia; hydrogen; pyridinium p-toluenesulfonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; ethyl acetate; 1: Buchwald-Hartwig reaction;
DOI:10.1021/jm1011726