Pyrrolidine → HCID 131728300, compound

HRID 504597Notes

Reaction equation

HRID 504597 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][S:12]([CH3:14])=[O:13])=[C:6]([CH:9]=1)[CH:7]=O.[Cl:15][C:16]1[CH:24]=[C:23]2[C:19]([CH2:20][C:21](=[O:25])[NH:22]2)=[CH:18][CH:17]=1.N1CCCC1>CO>[Cl:15][C:16]1[CH:24]=[C:23]2[C:19](/[C:20](=[CH:7]/[C:6]3[CH:9]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[O:10][CH2:11][S:12]([CH3:14])=[O:13])/[C:21](=[O:25])[NH:22]2)=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 57750215HCID 57750215, compound

Product 1

HCID 131728300HCID 131728300, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 9b, 5-chloro-2-methanesulfinylmethoxy-benzaldehyde (0.4 g, 1.72 mmol) was reacted with 6-chlorooxindole (0.31 g, 1.86 mmol) and pyrrolidine (0.13 g, 1.86 mmol) in methanol (10 mL) to give the title compound as a yellow solid (0.6 g).

Sources & evidence

ORD record
ord-13988fcfb81c48e68699a63581213e95
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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