Potassium Phosphate, Tribasic → HCID 86685332, compound

Participants

Reaction Conditions

Reaction Steps

To a vial charged with tert-butyl 3-(4-(7-chloroimidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-3-(cyanomethyl)azetidine-1-carboxylate (Preparation N; 490 mg; 1.18 mmol); 4-(trifluoromethyl)phenylboronic acid (337 mg; 1.78 mmol); Pd2dba3 (108 mg; 0.118 mmol); XPHOS (113 mg; 0.237 mmol) and potassium phosphate (3.55 mmol; 2M aqueous solution) was added 1,4-dioxane (10 mL). The mixture was sparged with nitrogen for 15 minutes. The vial was then sealed and heated for 3 hours at 75° C. with magnetic stirring. The mixture was diluted with methylene chloride (20 mL) and aqueous sodium bicarbonate solution (20 mL) was added. The mixture was extracted into methylene chloride (2×20 mL). The combined organic extracts were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The resulting materiel was triturated with ether and the solids were collected and dried under vacuum to give the desired product as an off white solid (410 mg). MS (apci) m/z=524.2 (M+H).

Provenance & Evidence