Sodium Carbonate → HCID 58504450, compound

Participants

Reaction Steps

To a solution of 4-chloro-6-[(2R,5R)-2,5-dimethyl-4-morpholinyl]-N-methyl-2-pyrimidinamine (430 mg, 1.675 mmol) and 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (621 mg, 2.51 mmol) in 1,4-dioxane (2 mL) and water (1.00 mL) in a microwave reaction vessel stirred under nitrogen at room temperature was added Na2CO3 (355 mg, 3.35 mmol) and Pd(Ph3P)4 (194 mg, 0.167 mmol). The reaction vessel was sealed and heated in Biotage Initiator using initial normal to 120° C. for 1 hour. After cooling the reaction to room temperature, the mixture was filtered through a pad of celite, and the filter cake was washed with THF (3×30 mL) and CH3OH (3×30 mL). The filtrate was purified with a silica gel (300-400) column and was eluted with Hex/EtOAc (2:1 to 1:2) to afford the title compound (315 mg) as a light yellow solid. LC-MS (ES) m/z=342 [M+H]+.

Provenance & Evidence