2-Methyl-1-(piperazin-1-yl)propan-1-one → 1-{4-[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indole-2-carbonyl]-piperazin-1-yl}-2-methyl-propan-1-one

HRID 1992480

Reaction equation

HRID 1992480 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(C)(=O)=O)[CH2:25][CH2:24]2)=[O:22])=[CH:15]3)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[CH3:33][CH:34]([CH3:43])[C:35](N1CCNCC1)=[O:36]>>[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]([C:35](=[O:36])[CH:34]([CH3:43])[CH3:33])[CH2:25][CH2:24]2)=[O:22])=[CH:15]3)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27614092-Methyl-1-(piperazin-1-yl)propan-1-oneHCID 68538245[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4-methanesulfonyl-piperazin-1-yl)-methanone2×

Product 1

HCID 685339861-{4-[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indole-2-carbonyl]-piperazin-1-yl}-2-methyl-propan-1-oneYield 91%

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 1-(2-methylpropanoyl)-piperazine to afford the desired product as light-brown foam (91%). MS (ISP): 454.3 (M+H)+.

Sources & evidence

ORD record
ord-d20a8de6f4fa45f28374a5d1039efdce
Source dataset
uspto-grants-2010_01
Patent number
US07648979B2

Linked notes

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