ChemicalBook CAS DataBase List Ethyl 4-Ethoxy-2-oxo-1,2-dihydropyridine-3-carboxylate

Ethyl 4-Ethoxy-2-oxo-1,2-dihydropyridine-3-carboxylate synthesis

5synthesis methods

Product Name:Ethyl 4-Ethoxy-2-oxo-1,2-dihydropyridine-3-carboxylate
CAS Number:1174046-84-4
Molecular formula:C10H13NO4
Molecular Weight:211.21

1345855-03-9 Synthesis

ethyl 2-cyano-5-(dimethylamino)-3-ethoxypenta-2,4-die

1345855-03-9
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Ethyl 4-Ethoxy-2-oxo-1,2-dihydropyridine-3-carboxylate

1174046-84-4
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$45.00/25mg

Yield: 67%

Reaction Conditions:

with acetic acidReflux;

Steps:

A4
[01 03j A mixture of ethyl 2-cyano-5 -(dimethylamino)-3 -ethoxypenta-2,4-dienoate (15 Og, 0.63 mol) and HOAc (600 mL) was refluxed overnight. The mixture was cooled to RT, concentrated to dryness, treated with water and washed with EtOAc (2x). The aqueous layer was made basic (pH=9-10) with NaHCO3, extracted with DCM (3x) and the combined organics were washed with brine, dried over Na2SO4, concentrated and purified by silica gel chromatography to afford ethyl 4-ethoxy-2-oxo- 1 ,2-dihydropyridine-3 -carboxylate (90 g, 67% yield).

References:

DECIPHERA PHARMACEUTICALS, LLC;FLYNN, Daniel L.;KAUFMAN, Michael D. WO2014/145004, 2014, A1 Location in patent:Paragraph 0103

78-39-7 Synthesis