Reaktion #640592

ord-a5c1deda724a43bf92f22234d67c0e27

Reaktionsgleichung

NCCCCN
1,4-diaminobutane
Fc1ccc(CBr)cc1F
3,4-difluorobenzyl bromide
N#CBr
cyanogen bromide
N=C1N(Cc2ccc(F)c(F)c2)CCCCN1Cc1ccc(F)c(F)c1
title compound
N=C1N(Cc2ccc(F)c(F)c2)CCCCN1Cc1ccc(F)c(F)c1
1,3-Bis-(3,4-difluorobenzyl)-[1,3]diazepan-2-ylideneamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewas isolated upon aqueous work-up
  2. 2
    Sonstigepurified by preparative LCMS

Vorschrift

The title compound was prepared from 1,4-diaminobutane in four steps by Procedure A, using 3,4-difluorobenzyl bromide as benzylating reagent. After reacting with cyanogen bromide (this step performed at 200° C. for 60 min using MW heating), the crude product was isolated upon aqueous work-up and purified by preparative LCMS to give the title compound as the free base. MS (ES+) m/z 366 ([M+1]+, 100); HR-MS: 366.1599 ([M+1]+, C19H20F4N3; calc. 366.159334).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08048877B2uspto-grants-2011_11