Water → HCID 10450037, compound

HRID 1768133Notes

Reaction equation

C([O:3][C:4]([CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=3)=[CH:13][CH:12]=2)[C:7]1=[O:26])=O)C.[CH3:27][NH2:28].O>CN(C)C=O.C(O)C>[CH3:27][NH:28][C:4]([CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=3)=[CH:13][CH:12]=2)[C:7]1=[O:26])=[O:3]

Participants

Conditions

Temperature: 120 °C

Procedure

300 mg (0.84 mmol) 1-[4-(3-Fluoro-benzyloxy)-phenyl]-2-oxo-pyrrolidine-3-carboxylic acid ethyl ester is dissolved in 2 ml N,N-dimethylformamide. 0.17 ml (4.2 mmol) of a 33% solution of methylamine in ethanol is added. The reaction vessel is tightly stoppered and heated to 120° C. for 24 hours. Addition of water precipitates the crude material. Chromatography (silica gel, dichloromethane/methanol) yields 41 mg (14%) of a yellowish solid. MS: m/e=343.2 (M+H)+.

Workup

customprecipitates the crude material

Sources & evidence

ORD record: ord-b67f4566ef0b45ff89ef517b7833c3a7
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07235581B2

Reaction notes

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