反応 #440268

反応方程式

pyrazole

5-[(3,5-Diethyl-1H-pyrazol-4-yl)methyl]isophthalonitrile

2-chloroethylamine hydrochloride

→

ammonia

title compound

収率 83.0%

5-{[1-(2-Aminoethyl )-3,5-diethyl-1H-pyrazol-4-yl]methyl}isophthalonitrile

収率 83.0%

反応条件

後処理

1. 1
   温度After cooling the mixture
2. 2
   その他was partitioned between 10% aqueous potassium carbonate (40 ml) and dichloromethane (40 ml)
3. 3
   乾燥the organic layer was dried over magnesium sulphate
4. 4
   ろ過filtered
5. 5
   その他evaporated under reduced pressure
6. 6
   その他The crude product was purified by flash chromatography on silica gel eluting with a solvent gradient of dichloromethane:methanol (98:2, by volume)

実験手順

A stirred mixture of the pyrazole (106 mg, 0.4 mmol) of Example 91 and 2-chloroethylamine hydrochloride (70 mg, 0.6 mmol) was heated at 150° C. under nitrogen for 18 hours. After cooling the mixture was partitioned between 10% aqueous potassium carbonate (40 ml) and dichloromethane (40 ml) and the organic layer was dried over magnesium sulphate, filtered and evaporated under reduced pressure. The crude product was purified by flash chromatography on silica gel eluting with a solvent gradient of dichloromethane:methanol (98:2, by volume) and then dichloromethane:methanol:0.880 ammonia (95:5:0.5, by volume) to give the title compound as a white solid (51 mg) m.p. 100-105°C.

出典