n,n-Dimethylpiperazine-1-carboxamide → 4-[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indole-2-carbonyl]-piperazine-1-carboxylic acid dimethylamide

HRID 1992481Notes

Reaction equation

HRID 1992481 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](N2CCN(S(C)(=O)=O)CC2)=[O:22])=[CH:15]3)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[CH3:33][N:34]([CH3:43])[C:35]([N:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1)=[O:36]>>[CH3:33][N:34]([CH3:43])[C:35]([N:37]1[CH2:38][CH2:39][N:40]([C:21]([C:16]2[NH:17][C:18]3[C:14]([CH:15]=2)=[CH:13][C:12]([C:10]([N:7]2[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]2)=[O:11])=[CH:20][CH:19]=3)=[O:22])[CH2:41][CH2:42]1)=[O:36]

Participants

3

Reactant 2

HCID 712909n,n-Dimethylpiperazine-1-carboxamideHCID 68538245[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4-methanesulfonyl-piperazin-1-yl)-methanone2×

Product 1

HCID 685354964-[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indole-2-carbonyl]-piperazine-1-carboxylic acid dimethylamideYield 59%

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 piperazine-1-carboxylic acid dimethylamide to afford the desired product as light-brown foam (59%). MS (ISP): 455.4 (M+H)+.

Sources & evidence

ORD record
ord-5fdcfe2e5ac1484aa170cd26c99ba974
Source dataset
uspto-grants-2010_01
Patent number
US07648979B2

Reaction notes

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