反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of 3-(5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1-methyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (40 mg, 0.08 mmol) in THF (1.5 mL) and water (1.5 mL) was added LiOH.H2O (30.0 mg, 0.6 mmol). The reaction was stirred at RT for 30 min diluted with EA (10 mL) and water (10 mL). The organic layer was dried over Na2SO4 and concentrated to a residue which was purified by Prep HPLC to give 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-3-(3-hydroxypropyl)-1-methyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (3 mg, 3.3% yield) as a white solid. 1H NMR (CDCl3) δ: 7.47-7.31 (m, 3H), 7.24-7.15 (m, 3H), 6.84 (d, J=8.4 Hz, 2H), 6.08 (s, 1H), 5.58 (s, 2H), 4.26-4.14 (m, 2H), 3.60 (s, 1H), 3.51 (s, 5H), 1.93-1.82 (m, 2H). LCMS: MH+ 458 and TR=2.885 min.
WORKUP
后处理
- dry with materialThe organic layer was dried over Na2SO4
- concentrationconcentrated to a residue which
- customwas purified by Prep HPLC