Cycloheptylamine → 1-Cycloheptyl-5-oxo-pyrrolidine-3-carboxylic acid methyl ester

HRID 16199

Reaction equation

HRID 16199 reaction equation
[C:1]([O:10][CH3:11])(=[O:9])[C:2]([CH2:4][C:5](OC)=[O:6])=[CH2:3].[CH:12]1([NH2:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>CO>[CH3:11][O:10][C:1]([CH:2]1[CH2:4][C:5](=[O:6])[N:19]([CH:12]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:3]1)=[O:9]

Participants

4

Reactant 2

HCID 2899CycloheptylamineHCID 69240Dimethyl itaconate

Product 1

HCID 666569581-Cycloheptyl-5-oxo-pyrrolidine-3-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of dimethyl itaconate (0.5 g, 3.16 mmoles), cycloheptylamine (0.357 g, 3.16 mmoles) in methanol (5 mL) was heated at 85° C. for eighteen hours. The solvent was evaporated in vacuo and the resulting crude product was purified by flash chromatography (hexanes/ethyl acetate 80:20 to 20:80) to give the title compound as a colorless oil.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe resulting crude product was purified by flash chromatography (hexanes/ethyl acetate 80:20 to 20:80)

Sources & evidence

ORD record
ord-3d2c5d232e3848caaad5f18d300787d9
Source dataset
uspto-grants-2010_06
Patent number
US07737137B2

Linked notes

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