反应详情

温度

-78 °C

To 3-bromo-5-methylpyridine 1-1 (2 g, 11.63 mmol) in diethyl ether (30 ml) at −78° C. was added uLi (8.72 ml, 13.95 mmol) dropwise. After 30 min, N-methoxy-N-methylacetamide n-BuLi was added. The resulting mixture was stirred at −78° C. for 2 h then at rt overnight, quenched with saturated NH4Cl solution and diluted with EtOAc. The organic layer was washed with water, brine, dried over magnesium sulfate and concentrated to give a yellow residue, which was purified by column chromatography (0-65% EtOAc in hexane) to give the desired product 1-2: 1H NMR (400 MHz, CDCl3) δ 8.98 (s, 1H), 8.62 (s, 1H), 8.04 (s, 1H), 2.63 (s, 3H), 2.41 (s, 3H).

1. customat rt overnight, quenched with saturated NH4Cl solution
2. additiondiluted with EtOAc
3. washThe organic layer was washed with water, brine
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated
6. customto give a yellow residue, which
7. customwas purified by column chromatography (0-65% EtOAc in hexane)