반응 #68930

반응 방정식

4-methoxybenzylamine

2-bromo-4-chloro-5-nitropyridine

triethylamine

→

title compound

수율 77.2%

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

수율 77.2%

용매

acetonitrile

acetonitrile

ethyl acetate

반응 조건

후처리

1. 1
   세척was then washed successively with water and brine
2. 2
   농축before being concentrated in vacuo to a light brown oil which

실험 절차

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).

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