反応 #440258

反応方程式

pyrazole

4-(3,5-Dichlorobenzyl)-3,5-diethyl-1H-pyrazole

2-chloroethylamine hydrochloride

→

title compound

収率 53.5%

2-[4-(3,5-Dichlorobenzyl)-3,5-diethyl-1H-pyrazol-1-yl]ethanamine

収率 53.5%

反応条件

後処理

1. 1
   温度After cooling
2. 2
   その他the solid was partitioned between dichloromethane and 10% aqueous potassium carbonate solution
3. 3
   抽出The organic extract
4. 4
   濃縮was concentrated under reduced pressure
5. 5
   その他The crude material was purified by flash chromatography on silica gel eluting with a solvent gradient of dichloromethane:methanol:ammonia (95:5:0, by volume)

実験手順

The pyrazole of Example 11 (5.47 g, 19.3 mmol) was mixed with 2-chloroethylamine hydrochloride (2.46 g, 21.3 mmol) and heated neat at 150° C. for 20 hours. After cooling, the solid was partitioned between dichloromethane and 10% aqueous potassium carbonate solution. The organic extract was concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel eluting with a solvent gradient of dichloromethane:methanol:ammonia (95:5:0, by volume) gradually changing to dichloromethane:methanol:ammonia (90:10:1, by volume) to afford the title compound (3.37 g) as a colourless oil.

出典