Potassium Carbonate → HCID 69781444, compound

HRID 1823004Notes

Reaction equation

HRID 1823004 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([CH3:18])[CH:12]=2)[CH2:6]1)=[O:4].[F:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][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][CH2:23][C:22]3[CH:25]=[CH:26][CH:27]=[C:20]([F:19])[CH:21]=3)=[C:13]([CH3:18])[CH:12]=2)[CH2:6]1)=[O:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 680073-Fluorobenzyl bromideHCID 68614816HCID 68614816, compound

Product 1

HCID 69781444HCID 69781444, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the alkylation described in Example 1d), the (RS)-1-(4-hydroxy-3-methyl-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester is reacted with 3-fluorobenzyl bromide in presence of potassium carbonate in DMF at 80° C. to yield the (RS)-1-[(4-(3-fluoro-benzyloxy)-3-methyl-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester as a light brown oil; MS: m/e=375 (M+NH4)+.

Sources & evidence

ORD record
ord-063627a1fc534498a02340bf88c35cdd
Source dataset
uspto-grants-2006_05
Patent number
US07037935B2

Reaction notes

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