6-Pyridin-3-yl-1,3-dihydro-indol-2-one → HCID 53880957, compound

HRID 2120201Notes

Reaction equation

HRID 2120201 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:15]=[C:14]3[C:10]([CH2:11][C:12](=[O:16])[NH:13]3)=[CH:9][CH:8]=2)[CH:2]=1.[CH3:17][N:18]([CH3:31])[CH2:19][CH2:20][CH2:21][C:22]1[C:23]([CH3:30])=[C:24]([CH:28]=O)[NH:25][C:26]=1[CH3:27]>N1CCCCC1.C(O)C>[CH3:31][N:18]([CH3:17])[CH2:19][CH2:20][CH2:21][C:22]1[C:23]([CH3:30])=[C:24]([CH:28]=[C:11]2[C:10]3[C:14](=[CH:15][C:7]([C:3]4[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=4)=[CH:8][CH:9]=3)[NH:13][C:12]2=[O:16])[NH:25][C:26]=1[CH3:27]

Participants

5

Reactant 2

HCID 219155796-Pyridin-3-yl-1,3-dihydro-indol-2-oneHCID 219257584-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

Product 1

HCID 53880957HCID 53880957, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6-pyridin-3-yl-1,3-dihydroindol-2-one (100 mg, 0.48 mmol), 4-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxaldehyde (100 mg, 0.48 mmol), and piperidine (1 drop) in ethanol (2 mL) was stirred at reflux overnight. The precipitate was collected by vacuum filtration, washed with ethanol and dried to give 3-[4-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-6-pyridin-3-yl-1,3-dihydroindol-2-one.

Workup

  1. temperatureat reflux overnight
  2. filtrationThe precipitate was collected by vacuum filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-adef299b508d4e08a9679da09665d6af
Source dataset
uspto-grants-2004_02
Patent number
US06689806B1

Reaction notes

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