4-(Piperidin-4-yl)indolin-2-one → HCID 67016610, compound

HRID 988174Notes

Reaction equation

HRID 988174 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:8]=2[CH2:9][C:10](=[O:16])[NH:11]3)[CH2:3][CH2:2]1.[CH3:17][C:18]1[C:22]([C:23]([N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[O:24])=[CH:21][NH:20][C:19]=1[CH:31]=O>C(O)C>[CH3:17][C:18]1[C:22]([C:23]([N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[O:24])=[CH:21][NH:20][C:19]=1[CH:31]=[C:9]1[C:8]2[C:12](=[CH:13][CH:14]=[CH:15][C:7]=2[CH:4]2[CH2:3][CH2:2][NH:1][CH2:6][CH2:5]2)[NH:11][C:10]1=[O:16]

Participants

4

Reactant 2

HCID 221353964-(Piperidin-4-yl)indolin-2-oneHCID 22135468HCID 22135468, compound

Product 1

HCID 67016610HCID 67016610, compoundYield 31.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-piperidin-4-yl-1,3-dihydroindol-2-one (86.5 mg, 0.4 mmol) and 3-methyl-4-(piperidine-1-carbonyl)-1H-pyrrole-2-carbaldehyde (88.1 mg, 0.4 mmol) in ethanol (2 mL) was stirred at room temperature for 4 days. The reaction was concentrated and the residue was column chromatographed to give 52 mg (31%) of the title compound as a yellow solid.

Workup

  1. concentrationThe reaction was concentrated
  2. customchromatographed

Sources & evidence

ORD record
ord-891b508ce3cd446682105ceb3fe32a5c
Source dataset
uspto-grants-2003_10
Patent number
US06635640B2

Reaction notes

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