3-Chlorobenzaldehyde → HCID 66879143, compound

HRID 1512031Notes

Reaction equation

HRID 1512031 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][C:3]=1[F:12].[Cl:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH:17]=O.N1CCCC1>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:17]/[C:16]3[CH:19]=[CH:20][CH:21]=[C:14]([Cl:13])[CH:15]=3)/[C:7](=[O:11])[NH:8]2)=[CH:4][C:3]=1[F:12]

Participants

5

Reactant 3

HCID 114773-ChlorobenzaldehydeHCID 31268PyrrolidineHCID 97940836-Chloro-5-fluoroindolin-2-one

Product 1

HCID 66879143HCID 66879143, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1, 6-chloro-5-fluoro-1,3-dihydro-indol-2-one (0.25 g, 1.35 mmol) (CGENETECH) was reacted with 3-chloro-benzaldehyde (0.34 g, 2.44 mmol) and pyrrolidine (0.19 g, 2.68 mmol) in methanol to give a mixture of E- and Z-6-chloro-3-(3-chloro-benzylidene)-5-fluoro-1,3-dihydro-indol-2-one as a yellow solid.

Workup

  1. customto give

Sources & evidence

ORD record
ord-82f0e33931dc4a2bad30b34339a0312f
Source dataset
uspto-grants-2012_07
Patent number
US08217051B2

Reaction notes

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