2-Fluoropyridine → N-(2,2,2-trifluoroethyl)pyridin-2-amine

Temperature

220 °C

A mixture of 2-fluoropyridine (2.00 g, 20.6 mmol) and 2,2,2-trifluoroethylamine hydrogen chloride (5.00 g, 36.9 mmol) was heated to 220° C. for 30 min in a microwave reactor. The same reaction was repeated 5 times. The reaction mixtures from all 6 reactions were cooled, combined and diluted with ethyl acetate (150 mL). The organic mixture was neutralized by washing with saturated aqueous sodium bicarbonate, water (30 mL) and brine (30 mL). The organic phase was dried over Na2SO4 and concentrated, and the resulting residue was purified by chromatography on silica gel using 80% ethyl acetate/hexane as eluant to give the title compound as a white solid (17.0 g).

1. customThe same reaction
2. temperaturewere cooled
3. washby washing with saturated aqueous sodium bicarbonate, water (30 mL) and brine (30 mL)
4. dry with materialThe organic phase was dried over Na2SO4
5. concentrationconcentrated
6. customthe resulting residue was purified by chromatography on silica gel using 80% ethyl acetate/hexane as eluant

ORD record

ord-81b62190cc994f68a3e4f95763a2ca21

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09314025B2