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

Base Information

• Chemical Name: 6-chloro-N⁵-(1-cyanocyclopropyl)-N²-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide
• CAS No.: 1398052-40-8
• Molecular Formula: C₂₃H₁₅ClF₆N₄O₂
• Molecular Weight: 528.841

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

Chemical Property of 6-chloro-N⁵-(1-cyanocyclopropyl)-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)-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)-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: 74.0%

6-chloro-2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1H-indole-5-carboxylic acid (1299483-23-0) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → 6-chloro-N5-(1-cyanocyclopropyl)-N2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide (1398052-40-8)

Guidance literature:

With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

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)-N2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide (1398052-40-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 4-methyl-morpholine / N,N-dimethyl-formamide / 16 h / 20 °C

With 4-methyl-morpholine; boron tribromide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

6-chloro-5-(ethoxycarbonyl)-1H-indole-2-carboxylic acid (1299483-21-8) → 6-chloro-N5-(1-cyanocyclopropyl)-N2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-1H-indole-2,5-dicarboxamide (1398052-40-8)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 4-methyl-morpholine / N,N-dimethyl-formamide / 16 h / 20 °C

With 4-methyl-morpholine; boron tribromide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

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

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

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

1-amino-1-cyclopropanecarbonitrile hydrochloride

Downstream raw materials:

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

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

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