Pyrrolidine → HCID 25978171, compound

HRID 1728087Notes

Reaction equation

HRID 1728087 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[S:17][C:16]([CH:18]=O)=[CH:15][CH:14]=1.N1CCCC1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:18]/[C:16]3[S:17][C:13]([Cl:12])=[CH:14][CH:15]=3)/[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 817002-Thiophenecarboxaldehyde, 5-chloro-HCID 7363446-Chloro-1,3-dihydroindol-2-one

Product 1

HCID 25978171HCID 25978171, compoundYield 71%

Procedure

In a manner similar to the method described in example 1a, 6-chlorooxindole (1.2 g, 7.2 mmol) was reacted with 5-chloro-thiophene-2-carbaldehyde (1.05 g, 7.2 mmol) and pyrrolidine (0.7 g, 9.9 mmol) to give E/Z-6-chloro-3-(5-chloro-thiophen-2-ylmethylene)-1,3-dihydro-indol-2-one as a yellow solid (Yield 1.5 g, 71%)

Sources & evidence

ORD record
ord-92a91ce9be764f64b21e28ce5a2328c8
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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