N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide

Base Information

• Chemical Name: N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide
• CAS No.: 1314863-41-6
• Molecular Formula: C₃₂H₂₀ClF₃N₄O₃
• Molecular Weight: 600.984

Synonyms:N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide

Chemical Property of N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide

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Technology Process of N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide

There total 7 articles about N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-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: 29.0%

5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxylic acid (302911-88-2) + N-(1-(4-aminophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide (1314863-22-3) → N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide (1314863-41-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 80 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.04.031

Reference yield:

4-chloro-7-azaindole (55052-28-3) → N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide (1314863-41-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 180 °C

2: diisopropylamine / acetonitrile / 8 h / 20 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 0 - 80 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.ejmech.2011.04.031

Reference yield:

7-Azaindole (271-63-6) → N-(4-(4-benzamido-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)-5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxamide (1314863-41-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1,2-dimethoxyethane; n-heptane / 20 °C

2: trichlorophosphate / 20 - 90 °C

3: 180 °C

4: diisopropylamine / acetonitrile / 8 h / 20 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 0 - 80 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; n-heptane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.ejmech.2011.04.031

upstream raw materials:

5-(2-chloro-5-trifluoromethylphenyl)furan-2-carboxylic acid

N-(1-(4-aminophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide

7-Azaindole

N-(1-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin-4-yl)benzamide

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