反応 #1973986

ord-0c8f887c990a4b38ad8016ac8957b102

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  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
    濃縮concentrated in vacuo
  4. 4
    その他The crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3

実験手順

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%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08501238B2uspto-grants-2013_08