(2S)-1-Methyl-2-pyrrolidinemethanol → HCID 67196435, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of molecular sieve 4A, ((S)-1-Methyl-pyrrolidin-2-yl)-methanol (3.71 g, 31.2 mmol) and Hydroxy-di-thiophen-2-yl-acetic acid methyl ester (3.96 g, 15.6 mmol) in toluene (40 ml) is added sodium (65 mg) and the suspension is heated under stirring to 80° C. for 3.5 hours. Additional sodium (65 mg) is then added and the reaction mixture stirred at 80° C. for 16 hours. The reaction mixture is cooled to room temperature, diluted with diethylether (100 ml) and extracted with HCl 1 M (2×100 ml). The combined acidic aqueous layers are washed with diethylether (50 ml) and basified with sodium hydroxide 4 M whilst cooling in ice. The solution is then extracted with ethylacetate and diethylether. The combined organic layers are dried over magnesium sulphate, filtered and evaporated to dryness to give the title product.

Provenance & Evidence