Reaktion #46298

ord-854e1c0b58134398a52d0bd9a972993d

Reaktionsgleichung

COc1c2c(c3n(c1=O)CCCCN(CCOCc1ccccc1)C3=O)CCN(Cc1ccc(F)c(Cl)c1)C2=O
11-(3-chloro-4-fluorobenzyl)-9-methoxy-2-[2-(benzyloxy)ethyl]-3,4,5,6,12,13-hexahydro-2H[1,4]diazocino[2,1-a]-2,6-naphthyridine-1,8,10(1H)-trione
[H][H]
hydrogen
COc1c2c(c3n(c1=O)CCCCN(CCO)C3=O)CCN(Cc1ccc(F)c(Cl)c1)C2=O
title compound
COc1c2c(c3n(c1=O)CCCCN(CCO)C3=O)CCN(Cc1ccc(F)c(Cl)c1)C2=O
11-(3-Chloro-4-fluorobenzyl)-9-methoxy-2-(2-hydroxyethyl)-3,4,5,6,12,13-hexahydro-2H[1,4]diazocino[2,1-a]-2,6-naphthyridine-1,8,10(11H)-trione

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe product mixture was filtered through a pad of Celite
  2. 2
    EinengenThe filtrate was concentrated under vacuum

Vorschrift

A mixture of 11-(3-chloro-4-fluorobenzyl)-9-methoxy-2-[2-(benzyloxy)ethyl]-3,4,5,6,12,13-hexahydro-2H[1,4]diazocino[2,1-a]-2,6-naphthyridine-1,8,10(1H)-trione (0.55 g, 0.97 mmol) and 5% rhodium on carbon (1.10 g) in ethyl acetate (22 mL) was stirred under a balloon of hydrogen at room temperature overnight. The product mixture was filtered through a pad of Celite. The filtrate was concentrated under vacuum to afford the title compound. This material was used in the following reaction without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741315B2uspto-grants-2010_06