Pyridine → HCID 23093564, compound

After stirring at room temperature for 2 hrs., pyridine (0.65 mL) and cyclohexanecarbonyl chloride (0.58 mL) were added, and the mixture was stirred overnight at room temperature. Ethyl acetate (50 mL) was added to the reaction mixture, and the mixture was washed with water (50 mL), a 5% aqueous citric acid solution (50 mL) and saturated brine (50 mL), and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, a 4N hydrogen chloride-ethyl acetate solution (10 mL) was added to the residue. After stirring at room temperature for 2 hrs., diethyl ether (10 mL) was added, and the precipitated solid was collected by filtration. The solid was dried under reduced pressure to give the title compound (1.88 g) as a white solid.

1. stirringthe mixture was stirred overnight at room temperature
2. washthe mixture was washed with water (50 mL)
3. dry with materiala 5% aqueous citric acid solution (50 mL) and saturated brine (50 mL), and dried over anhydrous magnesium sulfate
4. concentrationAfter concentration under reduced pressure
5. additiona 4N hydrogen chloride-ethyl acetate solution (10 mL) was added to the residue
6. stirringAfter stirring at room temperature for 2 hrs
7. addition, diethyl ether (10 mL) was added
8. filtrationthe precipitated solid was collected by filtration
9. customThe solid was dried under reduced pressure

ORD record

ord-0c3eb8e38549477186d8be53426a6827

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08722084B2