4-(Piperidin-4-yl)indolin-2-one → 4-Methyl-5-(2-oxo-4-piperidin-4-yl-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-3-carboxylic Acid (pyridin-4-ylmethyl)-amide

HRID 1826783Notes

Reaction equation

HRID 1826783 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.[N:17]1[CH:22]=[CH:21][C:20]([CH2:23][NH:24][C:25]([C:27]2[C:31]([CH3:32])=[C:30]([CH:33]=O)[NH:29][CH:28]=2)=[O:26])=[CH:19][CH:18]=1>N1CCCCC1.C(O)C>[N:17]1[CH:18]=[CH:19][C:20]([CH2:23][NH:24][C:25]([C:27]2[C:31]([CH3:32])=[C:30]([CH:33]=[C:9]3[C:8]4[C:12](=[CH:13][CH:14]=[CH:15][C:7]=4[CH:4]4[CH2:3][CH2:2][NH:1][CH2:6][CH2:5]4)[NH:11][C:10]3=[O:16])[NH:29][CH:28]=2)=[O:26])=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 221353964-(Piperidin-4-yl)indolin-2-oneHCID 858024935-formyl-4-methyl-1H-pyrrole-3-carboxylic acid (pyridin-4-ylmethyl)-amide

Product 1

HCID 249401654-Methyl-5-(2-oxo-4-piperidin-4-yl-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-3-carboxylic Acid (pyridin-4-ylmethyl)-amide

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-piperidin-4-yl-1,3-dihydroindol-2-one (54 mg, 0.25 mmol), 5-formyl-4-methyl-1H-pyrrole-3-carboxylic acid (pyridin-4-ylmethyl)-amide (64 mg, 0.2625 mmol) and piperidine (2 drops) in ethanol (0.5 mL) was stirred at room temperature for 7 days. The precipitate which formed was collected by vacuum filtration, washed with ethanol and dried to give the title compound.

Workup

  1. customThe precipitate which formed
  2. filtrationwas collected by vacuum filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-f450dc14d8a04455985308014fb01bc6
Source dataset
uspto-grants-2006_05
Patent number
US07053086B2

Reaction notes

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