Ammonia → HCID 58166466, compound

Participants

Reaction Conditions

Reaction Steps

This material was prepared by the procedure described in J. Org. Chem. 2006, 71, 9183-9190. 4-(Allylthio)-5-fluoro-1-(thiophen-3-yl)pyrimidin-2(1H)-one (330 mg, 1.23 mmol) was dissolved in a methanol solution of ammonia (7 N, 5 mL). The reaction mixture was stirred overnight at 100° C. in a pressure vessel. After removal of solvent, the residue was purified by preparative thin layer chromatography to give 4-amino-5-fluoro-1-(thiophen-3-yl)pyrimidin-2(1H)-one (177 mg, 68%) as a yellow solid: mp 228-229° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.11 (d, J=6.9 Hz, 1H), 7.89 (s, 1H), 7.65 (d, J=1.9 Hz, 2H), 7.56 (dd, J=5.1, 3.3 Hz, 1H), 7.29 (dd, J=5.1, 1.0 Hz, 1H); ESIMS m/z 212 ([M+H]+).

Provenance & Evidence