Reaktion #366147

ord-1375ce456f464164a2eb7c73ed686286

Reaktionsgleichung

O=C1c2cccc3c([N+](=O)[O-])c(Br)cc(c23)C(=O)N1OCc1ccccc1
2-benzyloxy-5-bromo-6-nitro-benzo[de]isoquinoline-1,3-dione
CC1CCCNC1
3-methylpiperidine
CC1CCCN(c2c(Br)cc3c4c(cccc24)C(=O)N(OCc2ccccc2)C3=O)C1
title compound
Ausbeute 86.9%
CC1CCCN(c2c(Br)cc3c4c(cccc24)C(=O)N(OCc2ccccc2)C3=O)C1
2-Benzyloxy-5-bromo-6-(3-methyl-piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione
Ausbeute 86.9%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe reaction was reacted at 120° C. for 5 hours
  2. 2
    Temperaturcooled
  3. 3
    Einengenconcentrated under vacuum
  4. 4
    SonstigeThe resulting residue was purified by column chromatography on silica gel

Vorschrift

To a solution of 2-benzyloxy-5-bromo-6-nitro-benzo[de]isoquinoline-1,3-dione (0.50 g, 1.2 mmol, from Example S1-A) in DMF (5 mL) was added 3-methylpiperidine (0.47 g, 4.7 mmol). The reaction was reacted at 120° C. for 5 hours, cooled, and concentrated under vacuum. The resulting residue was purified by column chromatography on silica gel using hexane/ethyl acetate (5:1) to give 0.50 g of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06362181B1uspto-grants-2002_03