Réaction #68362

Équation de réaction

ethyl3-(3,5-difluorobenzylcarbamoyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-6-carboxylate

Compound 48

ethyl3-(3,5-difluorobenzylcarbamoyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-6-carboxylate

NaOH

H2O

→

title compound

3-(3,5-Difluorobenzylcarbamoyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-6-carboxylic Acid

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated in vacuo to an oil
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   Lavagewashed organic with H2O, brine
4. 4
   Séchagedried over Na2SO4
5. 5
   Concentrationconcentrated in vacuo

Mode opératoire

Following General Procedure F, ethyl3-(3,5-difluorobenzylcarbamoyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-6-carboxylate (Compound 48, 92 mg, 0.187 mmol) in EtOH (10 ml) was added NaOH (40 mg, 0.94 mmol) and H2O (1 ml). The reaction was stirred at 55° C. for 4 h, concentrated in vacuo to an oil then acidified to PH=5 with 10% HCl, diluted with EtOAc, washed organic with H2O, brine, dried over Na2SO4 and concentrated in vacuo to yield the title compound as a white solid.

Source