反応 #86073

反応方程式

5-nitro-1H-pyrazole-3-carboxylic acid

triethylamine

hydroxybenzotriazole

2-(4-chloro-phenyl)-ethylamine

EDCI

→

5-nitro-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]-amide

収率 43.0%

溶媒

Water

tetrahydrofuran

反応条件

後処理

1. 1
   抽出the aqueous phase was extracted with ethyl acetate (2×15 mL)
2. 2
   乾燥The organic layers were dried over magnesium sulfate
3. 3
   ろ過filtered
4. 4
   その他evaporated in vacuo
5. 5
   その他The crude residue was purified by flash chromatography

実験手順

To a solution of 5-nitro-1H-pyrazole-3-carboxylic acid (200 mg, 1.3 mmol, 1 eq) in tetrahydrofuran (5 mL) were added triethylamine (350 μL, 1.9 mmol, 1.5 eq), hydroxybenzotriazole (HOBT) (257 mg, 1.27 mmol, 1 eq), 2-(4-chloro-phenyl)-ethylamine (180 μL, 1.27 mmol, 1 eq) and EDCI (364 mg, 1.9 mmol, 1.5 eq). The mixture was stirred at room temperature during 20 h. Water (10 mL) was then added and the aqueous phase was extracted with ethyl acetate (2×15 mL). The organic layers were dried over magnesium sulfate, filtered and evaporated in vacuo. The crude residue was purified by flash chromatography using cyclohexane and ethyl acetate (100/0) to (50/50) to afford 5-nitro-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]-amide as white solid (160 mg, 43% yield).

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