Реакция #68430

Уравнение реакции

6-amino-N-(3,4-difluorobenzyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

Compound 182

6-amino-N-(3,4-difluorobenzyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

chloroethyl isocyanate

→

title compound

N-(3,4-Difluorobenzyl)-6-(4,5-dihydrooxazol-2-ylamino)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   Другоеthe solvent was removed
2. 2
   workup.ADDITIONTo the residue was added H2O
3. 3
   Температураthe mixture was heated at 80° C. for 3 h
4. 4
   workup.ADDITIONdiluted with EtOAc
5. 5
   Промывкаwashed with aqueous K2CO3 and brine
6. 6
   Сушкаdried over Na2SO4
7. 7
   Концентрированиеconcentrated in vacuo
8. 8
   ДругоеThe residue was purified by chromatography on silica gel (0→100% EtOAc-hexanes)

Методика

To a solution of 6-amino-N-(3,4-difluorobenzyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide (Compound 182, 48 mg, 0.11 mmol) in CH2Cl2 (1 ml) was added chloroethyl isocyanate (10 μl, 0.12 mmol). The reaction was stirred at room temperature for 16 h, and the solvent was removed. To the residue was added H2O and the mixture was heated at 80° C. for 3 h, diluted with EtOAc, washed with aqueous K2CO3 and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→100% EtOAc-hexanes) to yield the title compound.

Источник