反応 #607876

反応方程式

4-amino-3-fluorophenol

1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid

EDCI

HOAT

→

title compound

収率 46.6%

N-(2-fluoro-4-hydroxyphenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

収率 46.6%

溶媒

CH2Cl2

Water

反応条件

後処理

1. 1
   温度The reaction mixture was refluxed for 20 hours
2. 2
   ろ過filtered
3. 3
   洗浄the filter cake was washed with water (5 mL)
4. 4
   その他by purifying by a silica gel column chromatography (CH2Cl2/MeOH (v/v)=70/1)

実験手順

To a suspension of 4-amino-3-fluorophenol (1.0 g, 7.87 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2.19 g, 9.44 mmol) in CH2Cl2 (20 mL) were added EDCI (3.02 g, 15.7 mmol) and HOAT (0.21 g, 1.57 mmol). The reaction mixture was refluxed for 20 hours, and then cooled to rt. Water (10 mL) was added and the mixture stirred at rt overnight, then filtered and the filter cake was washed with water (5 mL), followed by purifying by a silica gel column chromatography (CH2Cl2/MeOH (v/v)=70/1) to give the title compound as a beige white solid (1.25 g, 46.6%).

出典