反应详情

温度

100 °C

6-bromo-5-((4-chlorophenyl)(hydroxy)methyl)-1-methyl-3-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (See Compound 20, step 5, 500 mg, 0.931 mmol) and 3-(trifluoromethoxy)phenylboronic acid (288 mg, 1.40 mmol) were combined in dioxane (15 ml) and water (4 mL) then K2CO3 (385 mg, 2.79 mmol) and Pd(PPh3)4 (60 mg) were added. The reaction was degassed with nitrogen (3×), heated at 100° C. for 18 h, cooled to RT, diluted with water (10 mL) and extracted with EA (2×50 mL). The combined organic layers were dried over Na2SO4 and concentrated to a residue which was purified by chromatography eluted with PE/EA (8:1) to give 5-((4-chlorophenyl)(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 (100 mg, 17.4% yield) as a yellow solid. LCMS: [MH+-THP] 536 and TR=1.013 min.

1. customThe reaction was degassed with nitrogen (3×)
2. temperaturecooled to RT
3. additiondiluted with water (10 mL)
4. extractionextracted with EA (2×50 mL)
5. dry with materialThe combined organic layers were dried over Na2SO4
6. concentrationconcentrated to a residue which
7. customwas purified by chromatography
8. washeluted with PE/EA (8:1)