Water → HCID 58136578, compound

Participants

Reaction Conditions

Reaction Steps

73.6 mg (1.84 mmol, 60% pure) of sodium hydride were added to 300 mg (1.84 mmol) of 5-(trifluoromethyl)pyridin-2(1H)-one in 2.5 ml of DMF. After 30 min of stirring, 500 mg (1.42 mmol) of tert-butyl(+/−)-[4-(bromomethyl)phenyl](cyclopentyl)acetate were added. After a further 2 h of stirring at RT, the reaction mixture was warmed to 40° C. for 1 h. Water and ethyl acetate were then added to the mixture, and the phases were separated. The organic phase was washed with saturated sodium chloride solution and dried over magnesium sulfate. The crude product was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 6:1 to 4:1). This gave 522.0 mg (84.7% of theory) of the target compound.

Provenance & Evidence