Piperidine → HCID 59078877, compound

HRID 1359883Notes

Reaction equation

HRID 1359883 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][S:10]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])[CH2:16]2)(=[O:12])=[O:11].[CH:23]([C:25]1[NH:29][C:28]([CH3:30])=[C:27]([CH2:31][C:32]([NH:34][CH2:35][CH:36]2[CH2:41][CH2:40][N:39]([CH3:42])[CH2:38][CH2:37]2)=[O:33])[C:26]=1[CH3:43])=O.N1CCCCC1>>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[CH2:9][S:10]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])/[C:16]/2=[CH:23]\[C:25]1[NH:29][C:28]([CH3:30])=[C:27]([CH2:31][C:32]([NH:34][CH2:35][CH:36]2[CH2:37][CH2:38][N:39]([CH3:42])[CH2:40][CH2:41]2)=[O:33])[C:26]=1[CH3:43])(=[O:12])=[O:11]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 181797685-(2,6-Dichloro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-oneHCID 88095685HCID 88095685, compound

Product 1

HCID 59078877HCID 59078877, compound

Procedure

A mixture of 5-(2,6-Dichloro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-one (400 mg, 1.12 mmol), 2-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)-N-(1-methyl-piperidin-4-ylmethyl)-acetamide (295 mg, 1.2 q.) and piperidine (1.5 eq.) was stirred at rt for 96 hours. The reaction was concentrated and purified on a silica gel column to give the titled compound as a brown solid.

Workup

  1. concentrationThe reaction was concentrated
  2. custompurified on a silica gel column

Sources & evidence

ORD record
ord-bca786d14c5b4e01afc71f5043da8db7
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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