반응 #57209

반응 방정식

phenyl isocyanate

[3-(4-nitrophenyl)-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]acetic acid

tin

hydrochloric acid

→

title compound

수율 93.0%

[3-(4-{[(phenylamino)carbonyl]amino}phenyl)-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]acetic acid

수율 93.0%

용매

ethanol

반응 조건

후처리

1. 1
   여과The solution was filtered through Celite
2. 2
   농축concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe resulting aniline was dissolved in anhydrous pyridine (10 mL)
4. 4
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 4 h
5. 5
   농축After concentration
6. 6
   기타in vacuo, purification by Gilson reverse phase HPLC

실험 절차

A heterogeneous mixture of [3-(4-nitrophenyl)-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]acetic acid (31.0 mmol), elemental tin dust (5.30 mmol), 6.0N aqueous hydrochloric acid (5.3 mL) and absolute ethanol (5.3 mL) was stirred at 70° C. for 1 h. The solution was filtered through Celite and concentrated in vacuo. The resulting aniline was dissolved in anhydrous pyridine (10 mL) and phenyl isocyanate (11.17 mmol) added dropwise. The reaction mixture was stirred at room temperature for 4 h. After concentration in vacuo, purification by Gilson reverse phase HPLC afforded the title compound as a white solid (93%). ESMS [M+H]+: 453.2

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