2-(benzylamino)-5-(4-(benzyloxy)-3-fluorophenyl)-3-methylpyrimidin-4(3H)-one → 2-(benzylamino)-5-(3-fluoro-4-hydroxyphenyl)-3-methylpyrimidin-4(3H)-one

Participants

Reaction Steps

A solution of 2-(benzylamino)-5-(4-(benzyloxy)-3-fluorophenyl)-3-methylpyrimidin-4(3H)-one (0.145 g, 0.349 mmol) in TFA (4 mL) was stirred at 40° C. for 5 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 20:1 CH2Cl2/MeOH. The product was obtained (105 mg; 93%) as a white foam solid. 1H NMR (400 MHz, DMSO-d6) δ 9.74 (br s, 1H), 7.93 (br s, 1H), 7.84 (s, 1H), 7.45 (m, 1H), 7.38-7.29 (m, 4H), 7.27-7.20 (m, 2H), 6.89 (t, 1H), 4.62 (d, 2H), 3.41 (s, 3H). LRMS (APCI pos) m/e 326 (M+1).

Provenance & Evidence