反応 #48384

反応方程式

2,4-Dimethoxybenzylamine

triethylamine

2-cyano-3-fluoropyridine

→

title compound

収率 73.6%

3-[(2,4-Dimethoxybenzyl)amino]pyridine-2-carbonitrile

収率 73.6%

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, 0-12% ethyl acetate (with 0.1 triethylamine) in dichloromethane gradient elution)

実験手順

2,4-Dimethoxybenzylamine (3.29 g, 19.7 mmol) and triethylamine (1.99 g, 19.7 mmol) were added sequentially to a solution of 2-cyano-3-fluoropyridine (2.0 g, 16.4 mmol) (Sakamoto et. al., Chem. Pharm. Bull., 1985, 33, 565-71) 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, 0-12% ethyl acetate (with 0.1 triethylamine) in dichloromethane gradient elution) to produce the title compound (3.25 g). MS 270.3 (M+1).

出典