6-Amino-3-chloropyridazine → 3-Amino-4-bromo-6-chloropyridazine

Participants

Reaction Steps

A suspension of 6-chloropyridazin-3-amine (10.2 g, 48.9 mmol) in MeOH (200 mL) was sonicated for 10 min. Sodium bicarbonate (12.97 g, 154 mmol) was added followed by slow addition of bromine (4.77 mL, 93 mmol). The reaction mixture was stirred at room temperature over night and concentrated. The residue was diluted with EtOAc and the solid was filtered. The filtrate was washed with water and brine, dried over Na2SO4, and filtered. The filtrate was concentrated to give 10.2 g crude product as a brown solid which was used for the next step without further purification. 1H NMR (400 MHz, CD3OD) δ ppm 7.93 (1H, s); LC/MS: Rt=0.75 min. LC/MS (Condition A): 208.04/210.04.

Provenance & Evidence