Piperidine → HCID 59077692, compound

HRID 1359880Notes

Reaction equation

HRID 1359880 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].[CH3:23][C@H:24]1[NH:29][C@@H:28]([CH3:30])[CH2:27][N:26]([C:31](=[O:43])[CH2:32][CH2:33][C:34]2[C:35]([CH3:42])=[C:36]([CH:40]=O)[NH:37][C:38]=2[CH3:39])[CH2:25]1.N1CCCCC1>C(O)C>[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:40]\[C:36]1[NH:37][C:38]([CH3:39])=[C:34]([CH2:33][CH2:32][C:31]([N:26]2[CH2:27][C@H:28]([CH3:30])[NH:29][C@H:24]([CH3:23])[CH2:25]2)=[O:43])[C:35]=1[CH3:42])(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 181797685-(2,6-Dichloro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-oneHCID 60061444HCID 60061444, compound

Product 1

HCID 59077692HCID 59077692, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-(2,6-dichloro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-one (122 mg, 0.34 mmol), 4-[3-((3R, 5S)-3,5-dimethyl-piperazin-1-yl)-3-oxo-propyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (139 mg, 1.4 eq.) and piperidine (0.5 eq.) in ethanol (2 mL) was stirred at rt for 72 hours. The reaction was concentrated and purified on a silica gel column to give the titled compound as a dark brown orange solid.

Workup

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

Sources & evidence

ORD record
ord-ff2c49a9b39a44da883b1b5727a1bba3
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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