Hydrogen Bromide → [4-(5-Bromo-6-ethyl-3-methoxypyrazin-2-yl)-3-methoxyphenoxy]trifluoromethane

Participants

Reaction Steps

A solution of sodium nitrite (21 mg, 0.3 mmol) in water (1 mL) is added to a stirred solution of 3-ethyl-6-methoxy-5-[2-methoxy-4-(trifluoromethoxy)phenyl]pyrazin-2ylamine (86 mg, 0.25 mmol) in 48% hydrogen bromide (0.3 mL) at 0 C. After 1.5 hours copper bromide (43 mg, 0.3 mmol) is added and the mixture heated to 70 C for 1 hour. The mixture is cooled to room temperature and extracted with ether. The extracts are dried (sodium sulfate), filtered and concentrated to give [4-(5-bromo-6-ethyl-3-methoxypyrazin-2yl)-3-methoxyphenoxy]trifluoromethane (76 mg).

Provenance & Evidence