反応 #48380

反応方程式

2,4-Dimethoxybenzylamine

triethylamine

2-chloronicotinonitrile

→

title compound

収率 72.2%

2-[(2,4-Dimethoxybenzyl)amino]nicotinonitrile

収率 72.2%

溶媒

N,N-dimethylacetamide

反応条件

後処理

1. 1
   その他quenched with water
2. 2
   抽出extracted with diethyl ether (3×)
3. 3
   洗浄The combined organic extracts were washed water, saturated brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   濃縮concentrated
6. 6
   その他The crude product was purified by flash chromatography (silica gel, 0-5% ethyl acetate (with 0.1 triethylamine) in dichloromethane gradient elution)

実験手順

2,4-Dimethoxybenzylamine (2.90 g, 17.3 mmol) and triethylamine (1.75 g, 17.3 mmol) were added sequentially to a solution of 2-chloronicotinonitrile (2.0 g, 14.4 mmol) in N,N-dimethylacetamide (29 mL). The reaction was heated at 80° C. for 4 h, quenched with water and extracted with diethyl ether (3×). The combined organic extracts were washed water, saturated brine, dried over magnesium sulfate and concentrated. The crude product was purified by flash chromatography (silica gel, 0-5% ethyl acetate (with 0.1 triethylamine) in dichloromethane gradient elution) to produce the title compound (2.80 g). MS 270.3 (M+1).

出典