Reaktion #640590

ord-3260215c762641e69700eb9d1fa04003

Reaktionsgleichung

N#CBr
cyanogen bromide
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
Boc2O
NCCNc1ccccc1
N-phenylethylenediamine
Fc1ccc(CBr)cc1F
3,4-difluorobenzyl bromide
N=C1N(Cc2ccc(F)c(F)c2)CCN1c1ccccc1
title compound
N=C1N(Cc2ccc(F)c(F)c2)CCN1c1ccccc1
1-(3,4-Difluorobenzyl)-3-phenyl-imidazolidin-2-ylideneamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe crude product was isolated upon aqueous work-up

Vorschrift

The title compound was prepared from N-phenylethylenediamine in four steps by Procedure A. In the first step, one equivalent of Boc2O was used and, similarly, one equivalent of 3,4-difluorobenzyl bromide was used as benzylating reagent in the second step. After reacting with cyanogen bromide, 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 288 ([M+1]+, 100); HR-MS: 288.1316 ([M+1]+, C16H16F2N3; calc. 288.131228).

Quelle

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