Piperidine → HCID 59077489, compound

HRID 1359781Notes

Reaction equation

HRID 1359781 reaction equation
[C:1]1([CH2:7][S:8]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14]3)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28](=[O:39])[CH2:29][C:30]2[C:31]([CH3:38])=[C:32]([CH:36]=O)[NH:33][C:34]=2[CH3:35])[CH2:24][CH2:23]1.N1CCCCC1>C(O)C>[OH:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28](=[O:39])[CH2:29][C:30]2[C:31]([CH3:38])=[C:32](/[CH:36]=[C:14]3\[C:15](=[O:20])[NH:16][C:17]4[C:13]\3=[CH:12][C:11]([S:8]([CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)(=[O:10])=[O:9])=[CH:19][CH:18]=4)[NH:33][C:34]=2[CH3:35])[CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 18179939HCID 18179939, compoundHCID 21139221HCID 21139221, compound

Product 1

HCID 59077489HCID 59077489, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one (100 mg, 0.35 mmol), 4-[2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (180 mg, 0.68 mmol) and piperidine (0.5 eq.) in ethanol (2 mL) was stirred at rt for 48 hours. The reaction was concentrated and triturated with methanol to give the titled compound as an orangish-red solid.

Workup

  1. concentrationThe reaction was concentrated
  2. customtriturated with methanol

Sources & evidence

ORD record
ord-b97b20e7ffc446d5ab35bcae948b6b2e
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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