![](/CAS/20180703/GIF/1240597-44-7.gif)
ethyl 6-chloro-2-(pyridin-2-yl)pyrimidine-4-carboxylate synthesis
- Product Name:ethyl 6-chloro-2-(pyridin-2-yl)pyrimidine-4-carboxylate
- CAS Number:1240597-44-7
- Molecular formula:C12H10ClN3O2
- Molecular Weight:263.68
![ethyl 6-oxo-2-(pyridin-2-yl)-1,6-dihydropyrimidine-4-carboxylate](/CAS/20180703/GIF/1240596-40-0.gif)
1240596-40-0
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![ethyl 6-chloro-2-(pyridin-2-yl)pyrimidine-4-carboxylate](/CAS/20180703/GIF/1240597-44-7.gif)
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Yield:1240597-44-7 20%
Reaction Conditions:
Stage #1: ethyl 6-hydroxy-2-(2-pyridinyl)-4-pyrimidinecarboxylatewith trichlorophosphate at 90; for 2 h;
Stage #2: with sodium acetate in water at 20;
Steps:
Intermediate 109: ethyl 6-chloro-2-(2-pyridinyl)-4-pyrimidinecarboxylateA suspension of ethyl 6-hydroxy-2-(2-pyridinyl)-4-pyrimidinecarboxylate (2.91 g, 1 1 .87 mmol) in phosphorus oxychloride (6.08 mL, 65.3 mmol) was heated to 90 °C for 2 h. The reaction mixture was cooled to room temperature and then cautiously added to a stirring solution of sodium acetate (89 g, 653 mmol) in water (350 mL). The quenched reaction mixture was diluted with 10% MeOH/DCM (200mL) and the layers separated. The aqueous phase was further extracted with 10% MeOH/DCM (2 x 150mL) and the organic phase was dried (Na2S04), filtered and concentrated in vacuo to give a brown oil. The crude product was purified by column chromatography using a gradient of 0 to 75% EtOAc/cyclohexane to give the title compound as a beige solid (631 mg, 20 % yield)LCMS (Method A): Rt = 0.85 min, MH+ = 264.0
References:
WO2012/52390,2012,A1 Location in patent:Page/Page column 84-85
![PYRIDINE-2-CARBOXAMIDINE](/CAS/GIF/52313-50-5.gif)
52313-50-5
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$121.00/1g
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![Diethyl oxalacetate](/CAS/GIF/108-56-5.gif)
108-56-5
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$40.00/1g
![ethyl 6-chloro-2-(pyridin-2-yl)pyrimidine-4-carboxylate](/CAS/20180703/GIF/1240597-44-7.gif)
1240597-44-7
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