Water → 5-Bromo-2-methoxypyridine

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,5-dibromopyridine (10 g, 42.37 mmol) and NaOMe (6.86 g, 127.1 mmol) in MeOH (100 mL) was heated at 70° C. and refluxed for 10 h. The mixture was allowed to cool to room temperature, was treated with water (100 mL) and extracted with EtOAc (2×150 mL). The combined organic extracts were dried over sodium sulphate and concentrated under reduced pressure to give a pale yellow, volatile oil of 5-bromo-2-methoxypyridine (6.7 g, 84% yield), which was used without purification in the next step. 1H NMR (400 MHz, CDCl3): δ 8.19 (s, 1H), 7.62 (dd, 1H), 6.65 (d, 1H), 3.90 (s, 3H); LC-MS m/z calcd for [M+H]+ 189.96. found 190.0.

Provenance & Evidence