methyl 3-amino-3-oxopropanoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of ethyl fluoroacetate (34 g) and ethyl formate (28 g) at 0° C. is added sodium methoxide (26 g). After 3.5 hours at 20° C., a solution of methyl malonamate (40 g) in methanol (350 mL) is added and the mixture heated at reflux for 0.5 hour. To the hot mixture is added a solution of 37% hydrochloric acid (48 mL) in water (352 mL). The reaction mixture is heated at reflux for 10 minutes. After standing at 0° C. for 18 hours, the mixture is filtered and the collected solid is washed with 3 to 400 mL of water and then vacuum dried to give methyl 2,6-dihydroxy-5-fluoronicotinate, (36.6 g, 61%): mp 208°-213° C.; HPLC 95.4%. the mixture heated at reflux for 0.5 hour The reaction mixture is heated at reflux for 10 minutes After standing at 0° C. for 18 hours the mixture is filtered the collected solid is washed with 3 to 400 mL of water vacuum dried