Potassium Phosphate, Tribasic → HCID 67457983, compound

Participants

Reaction Conditions

Reaction Steps

To a vial were added tert-butyl 3-(4-(7-chloroimidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-3-(cyanomethyl)azetidine-1-carboxylate (Preparation N; 400 mg; 0.967 mmol), cyclopropylboronic acid (830 mg; 9.67 mmol), Pd2dba3 (177 mg; 0.193 mmol), XPHOS (92 mg; 0.913 mmol), S-Phos (79 mg; 0.913 mmol), potassium phosphate (3.87 mmol; 2M aqueous solution) and 1,4-dioxane (10 mL). The mixture was sparged with nitrogen for 15 minutes and the vial was sealed. The mixture was heated at 75° C. with stirring for 6 hours. The mixture was allowed to cool and diluted with methylene chloride (30 mL). Aqueous sodium bicarbonate solution (20 mL) was added. The phases were separated and the aqueous phase was extracted into methylene chloride (2×30 mL). The combined organic phases were dried (magnesium sulfate), filtered and concentrated under reduced pressure.

Provenance & Evidence