Ammonia → 2-[(E)-2-Phenylethenyl]-5,8-dihydropyrido[2,3-d]pyrimidin-7(1H)-one

Participants

Reaction Conditions

Reaction Steps

To a 320 mL sealed flask at room temperature was added ethyl 3-{4-chloro-2-[(E)-2-phenylethenyl]-5-pyrimidinyl}propanoate (6.6 g, 20.83 mmol) and ammonia in MeOH (59.5 mL, 417 mmol, 7M solution). The flask was sealed and the reaction was heated at 110° C. for 7 h. After 3 h a solid precipitated. The reaction was then stirred at room temperature overnight, followed by heating for an additional 5 h. The reaction mixture was filtered through a Buchner funnel and the resulting solid was washed with ethanol and dried. Obtained solid (2 g, 36.3%). LCMS (ES+) m/z 252 (MH+).

Provenance & Evidence