Methylamine → (RS)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methylamide

HRID 1244553Notes

Reaction equation

HRID 1244553 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[CH:13][CH:12]=2)[CH2:6]1)=O.[CH3:26][NH2:27]>C(O)C>[CH3:26][NH:27][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[CH:13][CH:12]=2)[CH2:6]1)=[O:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 68614531HCID 68614531, compound

Product 1

HCID 10020246(RS)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methylamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In an analogous manner to that described in Example 1e), the aminolysis of the (RS)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl ester with methylamine in a sealed tube at 80° C. in ethanol during 18 h yields the (RS)-1-[4-(4-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methylamide as a white powder; MS: m/e=343 (M+H)+.

Workup

  1. customat 80° C.
  2. customduring 18 h

Sources & evidence

ORD record
ord-9a6f3429a096462fa96a005a4d08e0a8
Source dataset
uspto-grants-2006_10
Patent number
US07122562B2

Reaction notes

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