1-(Cyclopropylsulfonyl)piperazine → (4-Cyclopropanesulfonyl-piperazin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone

HRID 1992482Notes

Reaction equation

HRID 1992482 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]([C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][C:16]([C:21]([N:23]2[CH2:28][CH2:27][N:26]([S:29]([CH3:32])(=[O:31])=[O:30])[CH2:25][CH2:24]2)=[O:22])=[CH:15]3)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[CH:33]1(S(N2CCNCC2)(=O)=O)C[CH2:34]1>>[CH:32]1([S:29]([N:26]2[CH2:25][CH2:24][N:23]([C:21]([C:16]3[NH:17][C:18]4[C:14]([CH:15]=3)=[CH:13][C:12]([C:10]([N:7]3[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]3)=[O:11])=[CH:20][CH:19]=4)=[O:22])[CH2:28][CH2:27]2)(=[O:30])=[O:31])[CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 454967901-(Cyclopropylsulfonyl)piperazineHCID 68538245[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4-methanesulfonyl-piperazin-1-yl)-methanone2×

Product 1

HCID 68535679(4-Cyclopropanesulfonyl-piperazin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanoneYield 93%

Procedure

The title compound was synthesized in analogy to example 1, from 5-(4-isopropyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid hydrochloride (example 1, intermediate b) and cyclopropylsulfonyl-piperazine to afford the desired product as light brown foam (93%). MS (ISP): 488.1 (M+H)+.

Sources & evidence

ORD record
ord-cfd5e82d764e4117835dfabed1358419
Source dataset
uspto-grants-2010_01
Patent number
US07648979B2

Reaction notes

Loading…