反応 #68930

反応方程式

4-methoxybenzylamine

2-bromo-4-chloro-5-nitropyridine

triethylamine

→

title compound

収率 77.2%

N-(4-Methoxybenzyl)-2-bromo-5-nitropyridin-4-amine

収率 77.2%

溶媒

acetonitrile

acetonitrile

ethyl acetate

反応条件

後処理

1. 1
   洗浄was then washed successively with water and brine
2. 2
   濃縮before being concentrated in vacuo to a light brown oil which

実験手順

A solution of 4-methoxybenzylamine (0.756 g, 5.51 mmol) in acetonitrile (2 mL) was added to a mixture of 2-bromo-4-chloro-5-nitropyridine (1.19 g, 5.01 mmol) and triethylamine (0.768 mL, 5.51 mmol) in acetonitrile (8 mL). After stirring for 1.5 hours, the solution was diluted with ethyl acetate (100 mL) which was then washed successively with water and brine before being concentrated in vacuo to a light brown oil which solidified on standing to give the title compound (1.31 g, 3.87 mmol, 77%). 1H NMR (d6-DMSO, 400 MHz) δ 9.00 (br t, 1H, J=6.3 Hz), 8.80 (s, 1H), 7.35 (d, 2H, J=8.7 Hz), 7.10 (s, 1H), 6.95 (d, 2H, J=8.8 Hz), 4.60 (d, 2H, J=6.0 Hz), 3.70 (s, 3H). LCMS (1) Rt=2.13 min; m/z (ESI−) 336, 338 (M−H).

出典