反应详情

温度

90 °C

A flask containing N-tert-butyl-4-(difluoromethyl)pyridin-2-amine (4.43 g, 22.1 mmol), triethylsilane (7.28 mL, 44.2 mmol) and trifluoroacetic acid (22.1 mL, 1 M) was fitted with a reflux condenser. The reaction mixture was stirred at 90° C. for 21 hr and then, after cooling to rt, concentrated to dryness and partitioned between CH2Cl2 and sat. aq. NaHCO3. After separation of the phases, the aqueous layer was re-extracted with CH2Cl2 and the combined organics were dried over MgSO4. Concentration afforded 4-(difluoromethyl)pyridin-2-amine as a light brown solid (3.16 g, >99%); 1H NMR (400 MHz, CDCl3) δ 8.16 (d, J=5.3 Hz, 1H), 6.74 (d, J=5.3 Hz, 1H), 6.66-6.33 (m, 2H), 4.62 (br s, 2H).

1. customwas fitted with a reflux condenser
2. temperatureafter cooling to rt
3. concentrationconcentrated to dryness
4. custompartitioned between CH2Cl2 and sat. aq. NaHCO3
5. customAfter separation of the phases
6. extractionthe aqueous layer was re-extracted with CH2Cl2
7. dry with materialthe combined organics were dried over MgSO4
8. concentrationConcentration