反应详情

温度

-78 °C

To a solution of 6-(3-isopropylphenoxy)-1-methyl-3-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (220 mg, 0.50 mmol) in THF (10 mL) at −78° C. was added LDA (2.0 M in THF, 1.25 mL, 2.50 mmol) dropwise. The reaction was stirred at −78° C. for 1 h then a solution of benzaldehyde (106 mg, 1.00 mmol) in THF (2 mL) was added dropwise. The reaction was stirred at −78° C. for 1 h, quenched with aq. NH4Cl (10 mL) then diluted with EA (20 mL) and water (20 mL). The organic layer was dried over Na2SO4 and concentrated to give a residue which was purified by chromatography PE/EA (7:1) to give 5-(hydroxy(phenyl)methyl)-6-(3-isopropylphenoxy)-1-methyl-3-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (120 mg, 45% yield) as a solid. LCMS: MH+ 560 and TR=1.869 min.

1. stirringThe reaction was stirred at −78° C. for 1 h
2. customquenched with aq. NH4Cl (10 mL)
3. additionthen diluted with EA (20 mL) and water (20 mL)
4. dry with materialThe organic layer was dried over Na2SO4
5. concentrationconcentrated
6. customto give a residue which
7. customwas purified by chromatography PE/EA (7:1)