Reaktion #11761

ord-257dad64d63a46bebcfd286475670895

Reaktionsgleichung

C[C@@H]1CN(Cc2ccc(F)cc2)[C@@H](C)CN1C(=O)COc1ccc(Cl)cc1S(N)(=O)=O
5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzenesulfonamide
CC(C)(C)C(=O)Cl
2,2-dimethyl-propionyl chloride
C[C@@H]1CN(Cc2ccc(F)cc2)[C@@H](C)CN1C(=O)COc1ccc(Cl)cc1S(=O)(=O)NC(=O)C(C)(C)C
title compound
Ausbeute 49.2%
C[C@@H]1CN(Cc2ccc(F)cc2)[C@@H](C)CN1C(=O)COc1ccc(Cl)cc1S(=O)(=O)NC(=O)C(C)(C)C
5-Chloro-N-(2,2-dimethyl-propionyl)-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzenesulfonamide
Ausbeute 49.2%

Lösungsmittel

Reaktionsbedingungen

Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe resulting reaction mixture
  2. 2
    Einengenconcentrated in vacuo
  3. 3
    Sonstigepurified by silica gel chromatography

Vorschrift

To a solution of 5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzenesulfonamide (0.050 g, 0.11 mmol) in acetonitrile (1.0 mL) was added 2,2-dimethyl-propionyl chloride (0.050 g, 0.47 mmol) and 1,8-diazobicyclo[5.4.0]undec-7-ene (0.25 mL, 1.64 mmol). The resulting reaction mixture was heated to 50° C. for 2 hours, concentrated in vacuo and purified by silica gel chromatography to give the title compound (0.030 g, LRMS: 554.4).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07098212B2uspto-grants-2006_08