6-chloro-N⁵-(1-cyanocyclopropyl)-1-ethyl-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide

Base Information

• Chemical Name: 6-chloro-N⁵-(1-cyanocyclopropyl)-1-ethyl-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide
• CAS No.: 1398046-58-6
• Molecular Formula: C₂₅H₁₉ClF₆N₄O₂
• Molecular Weight: 556.895

Synonyms:6-chloro-N⁵-(1-cyanocyclopropyl)-1-ethyl-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide

Chemical Property of 6-chloro-N⁵-(1-cyanocyclopropyl)-1-ethyl-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide

Chemical Property:

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Technology Process of 6-chloro-N⁵-(1-cyanocyclopropyl)-1-ethyl-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide

There total 5 articles about 6-chloro-N⁵-(1-cyanocyclopropyl)-1-ethyl-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide 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:

ethyl 6-chloro-1-ethyl-2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1H-indole-5-carboxylate (1398051-72-3) → 6-chloro-N5-(1-cyanocyclopropyl)-1-ethyl-N2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide (1398046-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: boron tribromide / dichloromethane / 3 h / -10 - 20 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 - 40 °C

2.2: 16 h / 20 °C

With oxalyl dichloride; boron tribromide; N,N-dimethyl-formamide; In dichloromethane;

Reference yield:

ethyl 6-chloro-2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1H-indole-5-carboxylate (1299483-22-9) → 6-chloro-N5-(1-cyanocyclopropyl)-1-ethyl-N2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide (1398046-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / Inert atmosphere; Cooling with ice

1.2: 36 h / Inert atmosphere

2.1: boron tribromide / dichloromethane / 3 h / -10 - 20 °C

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 - 40 °C

3.2: 16 h / 20 °C

With oxalyl dichloride; boron tribromide; sodium hydride; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

6-chloro-5-(ethoxycarbonyl)-1H-indole-2-carboxylic acid (1299483-21-8) → 6-chloro-N5-(1-cyanocyclopropyl)-1-ethyl-N2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide (1398046-58-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / N,N-dimethyl-formamide / 96 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / Inert atmosphere; Cooling with ice

2.2: 36 h / Inert atmosphere

3.1: boron tribromide / dichloromethane / 3 h / -10 - 20 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 - 40 °C

4.2: 16 h / 20 °C

With oxalyl dichloride; boron tribromide; sodium hydride; N,N-dimethyl-formamide; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

ethyl 6-chloro-2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1H-indole-5-carboxylate

ethyl 6-chloro-1-ethyl-2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1H-indole-5-carboxylate

ethyl 4-amino-2-chloro-5-iodobenzoate

6-chloro-5-(ethoxycarbonyl)-1H-indole-2-carboxylic acid

Downstream raw materials:

6-chloro-3-cyano-N₅-(1-cyanocyclopropyl)-1-ethyl-N₂-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide

3,6-dichloro-N⁵-(1-cyanocyclopropyl)-1-ethyl-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide

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