Sodium methanolate methanol → 2-Methoxypyrido[2,3-d]pyrimidin-7(8H)-one

To a solution of 0.87 g of ethyl (2E)-3-(4-amino-2-methoxypyrimidin-5-yl)acrylate in 50 mL of methanol, 2.31 g of a 28% sodium methoxide/methanol solution was added at room temperature, and the mixture was heated under reflux while stirring for 4 hours. The reaction mixture was cooled to room temperature, and the solvent was then distilled off under reduced pressure. To the resultant residue, a saturated aqueous ammonium chloride solution and chloroform were added, the organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and the extract were combined, the resultant solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The solid thus obtained was washed with diethyl ether to obtain 0.55 g of 2-methoxypyrido(2,3-d)pyrimidin-7(8H)-one as a yellow solid.

1. temperaturethe mixture was heated
2. temperatureunder reflux
3. distillationthe solvent was then distilled off under reduced pressure
4. additionTo the resultant residue, a saturated aqueous ammonium chloride solution and chloroform were added
5. customthe organic layer was separated
6. extractionthe aqueous layer was extracted with chloroform
7. dry with materialthe resultant solution was dried over anhydrous magnesium sulfate
8. distillationthe solvent was distilled off under reduced pressure
9. customThe solid thus obtained
10. washwas washed with diethyl ether

ORD record

ord-bf848f12d5564931a95692bc58a65987

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08367831B2