Реакция #1973986

ord-0c8f887c990a4b38ad8016ac8957b102

Уравнение реакции

Brc1ccc2c(c1)CCN2
5-Bromoindoline
[H-].[Na+]
sodium hydride
CS(=O)(=O)Cl
Methanesulfonyl chloride
CS(=O)(=O)N1CCc2cc(Br)ccc21
title compound
Выход 61.0%
CS(=O)(=O)N1CCc2cc(Br)ccc21
5-bromo-1-(methylsulfonyl)indoline
Выход 61.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.STIRRINGthe solution was stirred at room temperature for 30 min
  2. 2
    workup.STIRRINGthe solution stirred at room temperature overnight
  3. 3
    Концентрированиеconcentrated in vacuo
  4. 4
    ДругоеThe crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3

Методика

To DMF (5.0 ml) was added sodium hydride (53 mg, 1.3 mmol) and the solution stirred at room temperature for 30 min. 5-Bromoindoline (240 mg, 1.2 mmol) was added and the solution was stirred at room temperature for 30 min. Methanesulfonyl chloride (94 ul, 1.2 mmol) was added and the solution stirred at room temperature overnight, then concentrated in vacuo. The crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3 to give the title compound (202 mg, 60%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08501238B2uspto-grants-2013_08