تفاعل #68930

معادلة التفاعل

4-methoxybenzylamine

2-bromo-4-chloro-5-nitropyridine

triethylamine

→

title compound

المردود 77.2%

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

المردود 77.2%

المذيبات

acetonitrile

acetonitrile

ethyl acetate

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر