Potassium Phosphate, Tribasic → 5-Cyclopropyl-2-{4-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile

Participants

Reaction Conditions

Reaction Steps

To a mixture of 5-bromo-2-(4-((6-(trifluoromethyl)pyridin-3-yl)methylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile (13 mg, 0.026 mmol), cyclopropylboronic acid (3.0 mg, 0.034 mmol), potassium phosphate (20 mg, 0.093 mmol), tricyclohexylphosphine (2.5 mg, 0.0090 mmol), toluene (2.0 mL), and water (0.04 mL) under argon was added palladium acetate (1.0 mg, 0.0044 mmol). The mixture was heated at 100° C. for 3 h and then cooled to rt. Water (10 mL) and EtOAc (100 mL) were added. The organic layer was separated and washed with brine, dried (Na2SO4), and concentrated. The residue was purified by semi-preparative HPLC to yield a white solid (7 mg, 58%).

Provenance & Evidence