반응 #86073

반응 방정식

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

수율 43.0%

용매

Water

tetrahydrofuran

반응 조건

후처리

1. 1
   추출the aqueous phase was extracted with ethyl acetate (2×15 mL)
2. 2
   건조The organic layers were dried over magnesium sulfate
3. 3
   여과filtered
4. 4
   기타evaporated in vacuo
5. 5
   기타The crude residue was purified by flash chromatography

실험 절차

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).

출처