Pyridine → HCID 117700783, compound

p-Toluenesulfonyl chloride (1.11 g, 5.83 mmol) was added to a solution of 6-chloro-4-methylpyridine-2-carboxylic acid (0.50 g, 27.6 mmol) as a known compound in tert-butyl alcohol (16.5 ml) and pyridine (2.4 ml) at room temperature, and the mixture thus obtained was then stirred at the same temperature as above for 22 hours. Thereafter, a solution of sodium hydrogen carbonate (1.22 g, 14.6 mmol) in water (33 ml) was added to the resulting solution, and the mixture thus obtained was then stirred. The solvent was distilled away from the reaction solution under reduced pressure. Water was added to the residue thus obtained, and the mixed solution was then extracted with ethyl acetate. The organic layer thus obtained was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure to obtain the title compound (0.506 g, yield: 76%).

1. customthe mixture thus obtained
2. stirringwas then stirred
3. distillationThe solvent was distilled away from the reaction solution under reduced pressure
4. additionWater was added to the residue
5. customthus obtained
6. extractionthe mixed solution was then extracted with ethyl acetate
7. customThe organic layer thus obtained
8. dry with materialwas dried over anhydrous sodium sulfate
9. distillationthe solvent was then distilled away under reduced pressure

ORD record

ord-5fadebed3e5349bb90b3889cac44c309

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08975263B2