반응 #329375

반응 방정식

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

수율 99.0%

용매

acetic

반응 조건

후처리

1. 1
   기타The mixture was transferred to a round bottom flask
2. 2
   기타evaporated
3. 3
   workup.ADDITIONtoluene was added
4. 4
   기타again evaporated
5. 5
   workup.ADDITIONCH2Cl2 and silica was finally added
6. 6
   기타the mixture was evaporated to dryness
7. 7
   기타Purification

실험 절차

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.

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