HRID60353

反应详情

EQUATION

反应方程式

HRID 60353 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-(1,5,7-trimethyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (20 mg, 0.044 mmol) in THF (5 mL) and water (5 mL) was added LiOH.H2O (3.70 mg, 0.088 mmol). The reaction was stirred at RT for 30 min then diluted with DCM (5 mL) and water (5 mL). The organic layer was dried over Na2SO4 and concentrated to give a residue which was purified by Prep HPLC to give 3-(3-hydroxypropyl)-1,5,7-trimethyl-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (5 mg, 27.6% yield) as a white solid. 1H NMR (CDCl3) δ: 7.56 (t, J=8.0 Hz, 1H), 7.35 (d, J=8.3 Hz, 1H), 7.24 (d, J=7.7 Hz, 1H), 7.16 (s, 1H), 4.33-4.14 (m, 2H), 3.80 (s, 3H), 3.73 (s, 3H), 3.52 (dd, J=12.8, 7.5 Hz, 2H), 2.21 (s, 3H), 2.03-1.83 (m, 2H). LCMS: MH+ 412 and TR=2.613 min.

WORKUP

后处理

  1. dry with materialThe organic layer was dried over Na2SO4
  2. concentrationconcentrated
  3. customto give a residue which
  4. customwas purified by Prep HPLC