1-Cyclopentylpiperazine → [5-(4-Cyclopentyl-piperazine-1-carbonyl)-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-morpholin-4-yl-methanone

HRID 2241534Notes

Reaction equation

HRID 2241534 reaction equation
[N:1]1([C:7]([C:9]2[N:10]([CH2:21][C:22]([F:25])([F:24])[F:23])[C:11]3[C:16]([CH:17]=2)=[CH:15][C:14]([C:18]([OH:20])=O)=[CH:13][CH:12]=3)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH:26]1([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH2:30][CH2:29][CH2:28][CH2:27]1>>[CH:26]1([N:31]2[CH2:32][CH2:33][N:34]([C:18]([C:14]3[CH:15]=[C:16]4[C:11](=[CH:12][CH:13]=3)[N:10]([CH2:21][C:22]([F:25])([F:24])[F:23])[C:9]([C:7]([N:1]3[CH2:2][CH2:3][O:4][CH2:5][CH2:6]3)=[O:8])=[CH:17]4)=[O:20])[CH2:35][CH2:36]2)[CH2:27][CH2:28][CH2:29][CH2:30]1

Participants

3

Reactant 2

HCID 8064211-CyclopentylpiperazineHCID 686815812-(Morpholine-4-carbonyl)-1-(2,2,2-trifluoro-ethyl)-1H-indole-5-carboxylic acid

Product 1

HCID 24756898[5-(4-Cyclopentyl-piperazine-1-carbonyl)-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-morpholin-4-yl-methanoneYield 49%

Procedure

The title compound was synthesized in analogy to example 46, intermediate e), from 2-(morpholine-4-carbonyl)-1-(2,2,2-trifluoro-ethyl)-1H-indole-5-carboxylic acid and 1-cyclopentylpiperazine (commercially available), to give the desired product as a white solid (49%).

Sources & evidence

ORD record
ord-92225413ca504d3888c2e6afe8a6777e
Source dataset
uspto-grants-2010_05
Patent number
US07723325B2

Reaction notes

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