Hydrazine → 4-Bromo-2-hydrazinylpyridine

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-fluoro-4-bromopyridine (3.0 g, 17.15 mmol) in pyridine (30 mL) was added anhydrous hydrazine (11 mL, 0.17 mol). The resulting mixture was stirred at 75° C. for 4 h. After cooling to room temperature, the reaction mixture was concentrated to dryness under reduced pressure. To the residue was added water (60 mL), the resulting suspension was stirred at room temperature for 1 h, and then filtered. The collected solid was rinsed with water (2×), then dried in vacuum oven at 50° C. overnight to yield 2.912 g (91%) of the title compound as a light brown solid. The HPLC/MS (method B): retention time=0.60 min, [M+H]+=187.9, 189.9.

Provenance & Evidence