Water → 2,2,2-Trichloroethyl (6-aminopyridin-3-yl)carbamate

To a solution of 2,5-diaminopyridine (1.00 g, 9.16 mmol) and pyridine (0.889 ml, 11.0 mmol) in tetrahydrofuran (30 ml) was added, under ice-cooling, 2,2,2-trichloroethyl chloroformate (1.52 ml, 11.0 mmol), and the mixture was stirred at room temperature for 1 hour. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give 471 mg (18.1%) of the desired product as a solid.

1. temperaturecooling
2. extractionthe resulting solution was extracted with ethyl acetate
3. washThe extract was washed with water
4. dry with materialdried over anhydrous magnesium sulfate
5. distillationthe solvent was distilled off under reduced pressure
6. customThe residue was purified by silica gel column chromatography (ethyl acetate)

ORD record

ord-ea66109378ca417aa323ab2530c60eb9

Source dataset

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07851473B2