Carbon Dioxide → 4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

To a dry ice cooled solution of 0.86 ml (12 mmol) DMSO in 10 ml dichloromethane was added 0.68 ml (7.79 mmol) oxalylchloride. After the reaction mixture was stirred for 5 min at −70° C., 1.8 g (5.99 mmol) of [4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol, dissolved in 8 ml dichloromethane, was added by dropping within 5 min. The reaction mixture was then stirred for further ten minutes at −70° C. and after 4.17 ml (30 mmol) triethylamine was added, the reaction mixture was allowed to come to RT and it was stirred for 1 h at RT. The mixture was taken up in ether and washed with 1N HCl and water. The ether phase was concentrated under reduced pressure to give 1.75 g of pure 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carbaldehyde.

Provenance & Evidence