5-((5-chloropyridin-2-yl)(hydroxy)methyl)-1-methyl-3-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-6-(3-(trifluoromethoxy)phenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione → 3-(5-isopentyl-6-(2-isopropyl phenyl)-1-methyl-2,4-dioxo-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)propylformate

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-((5-chloropyridin-2-yl)(hydroxy)methyl)-1-methyl-3-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-6-(3-(trifluoromethoxy)phenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (30 mg, 0.048 mmol) in HCOOH (1 mL) was added Zn dust (30 mg, 0.48 mmol). The reaction was heated at 80° C. for 30 min, cooled to RT then diluted with EA (2 mL) and water (2 mL). The organic layer was dried over Na2SO4 and concentrated to give 3-(5-isopentyl-6-(2-isopropyl phenyl)-1-methyl-2,4-dioxo-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)propylformate (30 mg, 90% yield) as a an oil. LCMS: MH+ 549 and TR=2.286 min. Used without further purification.

Provenance & Evidence