Acrylonitrile → HCID 86653754, compound

Participants

Reaction Steps

Add a solution of 10 mg of potassium tert-butoxide in 0.5 ml of THF dropwise to a solution of 150 mg (0.36 mmol) of (+/−)-cis-3-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]oxy}cyclohexanol in 1 ml of acrylonitrile. Stir the reaction mixture with exclusion of light at RT for approx. 2 h. After dilution with dichloromethane, wash successively with 1N hydrochloric acid, satd. sodium hydrogencarbonate solution and satd. sodium chloride solution, and concentrate the organic phase under reduced pressure. After purification of the residue by means of preparative RP-HPLC (eluent: acetonitrile/water gradient), 136.9 mg of the target product are obtained (81% of theory).

Provenance & Evidence