Phosphorus oxychloride → 2-Chloro-4,6-dimethyl-5-nitropyrimidine

A mixture of Compound 1 (500 mg) and phosphorus oxychloride (3.89 g) was stirred for 3 hours under reflux. After the reaction was completed, the mixture was concentrated under reduced pressure. To the resulting residue, chloroform and water were added and the mixture was cooled and neutralized with a 2N aqueous sodium hydroxide solution to a pH of 5 to 7. The mixture was then extracted with chloroform and the organic layer was concentrated under reduced pressure to obtain 411 mg of the desired product. When necessary, some of the product was purified by silica gel column chromatography (ethyl acetate: hexane=1:1) to give a purified product.

1. temperatureunder reflux
2. concentrationthe mixture was concentrated under reduced pressure
3. additionTo the resulting residue, chloroform and water were added
4. temperaturethe mixture was cooled
5. extractionThe mixture was then extracted with chloroform
6. concentrationthe organic layer was concentrated under reduced pressure

ORD record

ord-c2cf144b2ed24cb48979f459230cc7f7

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08685989B2