Water → HCID 68982099, compound

Participants

Reaction Steps

Using general method E, 6-(3-amino-4-fluorophenyl)-8-ethyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one from Example 2 (0.94 g, 2.73 mmol) and 2.0M methylamine/THF (2.73 mL, 5.5 mmol) were stirred overnight at RT. Water (50 mL) was added and the product was extracted with EtOAc (2×30 mL). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated to afford crude product. This crude product was stirred with 60% CH2Cl2/hexane solution (10 mL) for 10 min. The resultant solid was filtered and washed with 60% CH2Cl2/hexane solution and dried to afford 6-(3-amino-4-fluorophenyl)-8-ethyl-2-(methylamino)pyrido[2,3-d]pyrimidin-7(8H)-one (0.32 g, 37% yield) as a solid. 1H NMR (400 MHz, DMSO-d6): δ 8.62 (s, 1H), 7.82-7.77 (m, 2H), 7.11 (dd, J=8.8 Hz, 1.6 Hz, 1H), 7.00 (dd, J=11.2 Hz, 8.0 Hz, 1H), 6.78-6.74 (m, 1H), 5.14 (s, 2H), 4.39-4.35 (m, 2H), 2.89 (d, J=4.4 Hz, 3H), 1.26-1.22 (m, 3H); MS (ESI) m/z: 314.3 (M+H+).

Provenance & Evidence