Ammonia → 2-amino-6-(4-fluoro-3-nitrophenyl)-8-isopropylpyrido[2,3-d]pyrimidin-7(8H)-one

Participants

Reaction Steps

Using a procedure analogous to Example A1, 6-(4-fluoro-3-nitrophenyl)-8-isopropyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (0.82 g, 2.2 mmol), MCPBA (0.38 g, 2.2 mmol) and 0.5 M ammonia in dioxane (8 mL) were combined to afford 2-amino-6-(4-fluoro-3-nitrophenyl)-8-isopropylpyrido[2,3-d]pyrimidin-7(8H)-one as a yellow solid (0.52 g, 69% yield). 1H NMR (400 MHz, MeOH-d4): δ 8.61 (s, 1H), 8.44 (dd, J=7.6 Hz, 2.4 Hz, 1H), 8.03-8.00 (m, 1H), 7.95 (s, 1H), 7.48 (dd, J=10.8 Hz, 7.6 Hz, 1H), 5.96-5.92 (m, 1H), 2.63 (s, 3H), 1.64 (d, J= 6.4 Hz, 6H); MS (ESI) m/z: 344.3 (M+H+).

Provenance & Evidence