6-(4-(benzyloxy)-3-fluorophenyl)-1-phenyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one → 6-(3-fluoro-4-hydroxyphenyl)-1-phenyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one

Participants

Reaction Steps

A solution of 6-(4-(benzyloxy)-3-fluorophenyl)-1-phenyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one (0.084 g, 0.20 mmol) in TFA (2 mL) was stirred at 40° C. for 3 hours. The reaction was concentrated to dryness and then dried under vacuum to yield a crude residue that was purified by flash column chromatography, eluting with 25:1 CH2Cl2/MeOH. The product was obtained (80 mg; 94%) as a white solid as a TFA salt. 1H-NMR (400 MHz, DMSO-d6) δ 9.89 (br s, 1H), 7.98 (s, 1H), 7.82 (m, 2H), 7.52 (dd, 1H), 7.42 (m, 2H), 7.32 (m, 1H), 7.14 (m, 1H), 6.95 (m, 1H), 4.19 (m, 4H). LRMS (APCI pos) m/e 324 (M+1).

Provenance & Evidence