Phosphorus oxychloride → 4-(4-(5-Chloroimidazo[1,2-c]pyrimidin-7-yl)phenyl)morpholine

Participants

Reaction Conditions

Reaction Steps

A suspension of 7-(4-morpholinophenyl)imidazo[1,2-c]pyrimidin-5-ol (0.500 g, 1.69 mmol) in POCl3 (1.54 mL, 16.9 mmol) was heated to 100° C. and allowed to proceed overnight. The reaction was transferred to a flask with dichloromethane and the organics were concentrated under reduced pressure. To the crude material was added water and the mixture was stirred for 20 minutes at ambient temperature before it was neutralized with 1N NaOH to a pH of 7. The solids were collected by vacuum filtration and washed with water. The solids were purified by silica gel column chromatography eluting with 15% acetone in dichloromethane to afford 4-(4-(5-chloroimidazo[1,2-c]pyrimidin-7-yl)phenyl)morpholine (0.0400 g, 0.127 mmol, 7.53% yield). MS (apci) m/z=315.1 (M+H).

Provenance & Evidence