Water → Ethyl 2-(2-chloropyrimidin-5-yl)acetate

Temperature

99.5 °C

Zinc powder (3.55 g, 54.3 mmol) was added to a solution of (2,4-dichloro-pyrimidin-5-yl)acetic acid ethyl ester (Example 43-(1); 1.57 g, 6.70 mmol) in ethanol (10 mL)-water (8.5 mL), and the mixture was heated while stirring at an external temperature of 96 to 103° C. for 10 minutes. The reaction mixture was cooled to room temperature and then filtered, and the filtrate was concentrated under reduced pressure. Ethyl acetate and water were added to the residue, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=2/1) to give the title compound (820 mg, 61%).

1. temperaturethe mixture was heated
2. temperatureThe reaction mixture was cooled to room temperature
3. filtrationfiltered
4. concentrationthe filtrate was concentrated under reduced pressure
5. additionEthyl acetate and water were added to the residue
6. extractionfollowed by extraction with ethyl acetate
7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by silica gel chromatography (hexane/ethyl acetate=2/1)

ORD record

ord-1dfdac70fbfa40439ac7da8b07d1dbc1

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07935688B2