Pyrrolidine → HCID 86617599, compound

HRID 1728185Notes

Reaction equation

HRID 1728185 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[CH:18]=O)([CH3:4])([CH3:3])[CH3:2].[Cl:21][C:22]1[CH:30]=[C:29]2[C:25]([CH2:26][C:27](=[O:31])[NH:28]2)=[CH:24][CH:23]=1.N1CCCC1>CO>[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1/[CH:18]=[C:26]1\[C:27](=[O:31])[NH:28][C:29]2[C:25]\1=[CH:24][CH:23]=[C:22]([Cl:21])[CH:30]=2)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 57565968HCID 57565968, compound

Product 1

HCID 86617599HCID 86617599, compoundYield 131.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 227b, [2-(4-chloro-2-formyl-phenoxy)-ethyl]-carbamic acid tert-butyl ester (8 g, 27 mmol) was reacted with 6-Chlorooxindole (4.5 g, 27 mmol) and pyrrolidine (2.1 g, 30 mmol) in methanol to give title compound as a yellow solid (16 g).

Sources & evidence

ORD record
ord-7c47a325882a45f2bb4e9cc6040bcc36
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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