Lithium hydroxide, monohydrate → HCID 118863776, compound

Participants

Reaction Steps

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.

Provenance & Evidence