N-bromobutanimide → Methyl 3-Amino-6-bromopyrazine-2-carboxylate

Participants

Reaction Steps

A solution of methyl 3-aminopyrazine-2-carboxylate (3.0 g, 19.6 mmol) and NBS (3.5 g, 23.5 mol) in MeCN (70 mL) was stirred at 70° C. for 5 h. Then the mixture was concentrated and extracted with EtOAc. The organic layer was washed with Na2SO3 (a.q.) and brine, dried over Na2SO4 and concentrated in vacuo. The crude product of methyl 3-amino-6-bromopyrazine-2-carboxylate (3.0 g, yield: 92%) was used for next step without further purification. 1H-NMR (CDCl3, 400 MHz) δ 8.18 (s, 1H), 6.54˜6.93 (m, 2H), 3.86 (s, 3H). MS (M+H)+: 232/234.

Provenance & Evidence