HRID60174

反应详情

EQUATION

反应方程式

HRID 60174 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

PROCEDURE

实验过程

To a solution of 3-(6-(3-chlorophenyl)-5-isopentyl-1-methyl-2,4-dioxo-1,2-dihydropyrido[3,4-d]pyrimidin-3(4H)-yl)propyl formate (14 mg, 0.0316 mmol) in THF (0.5 mL) and H2O (0.5 mL) was added LiOH.H2O (2.46 mg, 0.058 mmol). The reaction was stirred at RT for 30 min then diluted with EA (5 mL). The organic layer was washed with brine (5 mL) dried over Na2SO4 and concentrated to a residue which was purified by Prep HPLC to give 6-(3-chlorophenyl)-3-(3-hydroxypropyl)-5-isopentyl-1-methylpyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione (7.1 mg, 54% yield) as a white solid. 1H NMR (CDCl3) δ: 8.65 (s, 1H), 7.46-7.37 (m, 3H), 7.31-7.27 (m, 1H), 4.28 (t, J=6.1 Hz, 2H), 3.72 (s, 3H), 3.66-3.53 (m, 2H), 3.24-3.13 (m, 2H), 3.07 (s, 1H), 2.02-1.89 (m, 2H), 1.54 (td, J=13.2, 6.6 Hz, 1H), 1.40-1.30 (m, 2H), 0.78 (d, J=6.6 Hz, 6H). LCMS: MH+ 416 and TR=3.048 min.

WORKUP

后处理

  1. washThe organic layer was washed with brine (5 mL)
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated to a residue which
  4. customwas purified by Prep HPLC