Pyrrolidine → HCID 86647008, compound

HRID 658941Notes

Reaction equation

HRID 658941 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[Cl:12][C:13]1[C:14]([F:23])=[CH:15][C:16]([O:21][CH3:22])=[C:17]([CH:20]=1)[CH:18]=O.N1CCCC1>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:18]/[C:17]3[CH:20]=[C:13]([Cl:12])[C:14]([F:23])=[CH:15][C:16]=3[O:21][CH3:22])/[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 84038513HCID 84038513, compound

Product 1

HCID 86647008HCID 86647008, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

To the mixture of 6-chloro-1,3-dihydro-indol-2-one (3.4 g, 20.3 mmol) and 5-chloro-4-fluoro-2-methoxy-benzaldehyde (3.2 g, 17 mmol) in methanol (50 mL) was added pyrrolidine (1.2 g, 17 mmol) dropwise. Then the mixture was heated at 70° C. for 1 h. After cooled to room temperature, the mixture was filtered to give the crude product which was used for the next step reaction without further purification.

Workup

  1. temperatureAfter cooled to room temperature
  2. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-03856ac30de446d38bb92e1af03f9cb4
Source dataset
uspto-grants-2011_12
Patent number
US08076482B2

Reaction notes

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