Реакция #7512

ord-4b9b0f31ba6b4ff9aace7ffd9d916a47

Уравнение реакции

CCOC(=O)c1cnc(N2CCc3ccccc32)nc1O
ethyl 4-hydroxy-2-(2,3-dihydro-1H-indol-1-yl)-5-pyrimidinecarboxylate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[Na+]
sodium iodide
COc1ccc(CCl)cc1
4-methoxybenzyl chloride
CCOC(=O)c1cnc(N2CCc3ccccc32)nc1OCc1ccc(OC)cc1
title compound
Выход 78.0%
CCOC(=O)c1cnc(N2CCc3ccccc32)nc1OCc1ccc(OC)cc1
Ethyl 2-(2,3-dihydro-1H-indol-1-yl)-4-[(4-methoxybenzyl)oxy]-5-pyrimidinecarboxylate
Выход 78.0%

Растворители

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураto cool to room temperature
  2. 2
    ФильтрацияThe precipitated crystals were collected by filtration
  3. 3
    Промывкаwashed several times with cold water and cold ether
  4. 4
    Другоеdried

Методика

To a solution of ethyl 4-hydroxy-2-(2,3-dihydro-1H-indol-1-yl)-5-pyrimidinecarboxylate (500 mg, 1.75 mmol) in N,N-dimethylformamide (10 mL) were added potassium carbonate (500 g, 4 mmol), sodium iodide (300 mg, 2 mmol) and 4-methoxybenzyl chloride (0.29 mL, 2 mmol), and the mixture was stirred at 80° C. for 18 h. The reaction mixture was allowed to cool to room temperature and water was added. The precipitated crystals were collected by filtration, washed several times with cold water and cold ether, and dried to give the title compound (550 mg, 78%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07087597B1uspto-grants-2006_08