反应详情

温度

90 °C

A mixture of 5-chloro-2-fluoro-4-iodopyridine (517 mg, 2.008 mmol), tert-butyl 4-aminopiperidine-1-carboxylate (603 mg, 3.01 mmol), DMSO (2 ml) and TEA (0.420 ml, 3.01 mmol) reaction mixture was stirred at 90° C. for 18 hours. The reaction mixture was cooled to room temperature, mixed with 150 ml of ethyl acetate, washed with saturated sodium bicarbonate (2×), water (3×), saturated salt solution (1×), dried sodium sulfate, filtered and concentrated to yield a crude material, which was purified by silica gel chromatography using a 40 g column, eluting from 0%-40% ethyl acetate with hexane. The desired fractions were concentrated to constant mass, giving 585 mg of the title compound as free base. LCMS (m/z): 438.1 (MH+), retention time=1.00 min.

1. temperatureThe reaction mixture was cooled to room temperature
2. washwashed with saturated sodium bicarbonate (2×), water (3×), saturated salt solution (1×), dried sodium sulfate
3. filtrationfiltered
4. concentrationconcentrated
5. customto yield a crude material, which
6. customwas purified by silica gel chromatography
7. washeluting from 0%-40% ethyl acetate with hexane
8. concentrationThe desired fractions were concentrated to constant mass