(E)-Methyl 3-(2-aminopyridin-3-yl)acrylate synthesis

Yield:1452560-14-3 85%

Reaction Conditions:

in methanol;Reflux;

Steps:

1.1 (E)-METHYL 3-(2-AMINOPYRIDIN-3-YL)ACRYLATE

((Carbomethyloxymethylene)triphenylphosphorane) (7.8 g, 23.33 mmol) and 2-amino-3-formylpyridine (2.81 g, 23.01 mmol) were suspended in methanol (90 mL) and heated at reflux. Once the mixture came to a boil, all of the solids dissolved. The mixture was evaporated to dryness under reduced pressure. The thick yellow oil was purified using silica chromatography (0-50% ethyl acetate in dichloromethane gradient) to give the desired (E)-methyl 3-(2-aminopyridin-3-yl)acrylate (3.50 g, 19.64 mmol, 85% yield) as a yellow solid.

References:

US2013/225552,2013,A1 Location in patent:Paragraph 0483