反応 #329375

反応方程式

5-amino-1-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile

acetonylacetone

EtOAc

→

5-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile

収率 99.0%

溶媒

acetic

反応条件

後処理

1. 1
   その他The mixture was transferred to a round bottom flask
2. 2
   その他evaporated
3. 3
   workup.ADDITIONtoluene was added
4. 4
   その他again evaporated
5. 5
   workup.ADDITIONCH2Cl2 and silica was finally added
6. 6
   その他the mixture was evaporated to dryness
7. 7
   その他Purification

実験手順

A solution of 5-amino-1-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile (100 mg, 0.43 mmol) and acetonylacetone (507 μL, 4.31 mmol) in glacial acetic (3 mL) acid was heated at 140° C. in the micro for 30 min. The mixture was transferred to a round bottom flask using EtOAc and evaporated, toluene was added and again evaporated, CH2Cl2 and silica was finally added and the mixture was evaporated to dryness. Purification using silica chromatography (short plug) gave 5-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile (132 mg, 99%) as a 1:1 mixture with the starting material acetonylacetone. The product was used as such in the next step.

出典