Reaktion #927459

ord-c4292c3538224eb8b9f4694bf54061e0

Reaktionsgleichung

O=C(Cc1cccnc1)N1CCC(=C2c3ccc(Cl)cc3CCc3c(Cl)ccnc32)CC1
title compound
O=C(Cc1cccnc1)N1CCC(=C2c3ccc(Cl)cc3CCc3c(Cl)ccnc32)CC1
4-[4,8-DICHLORO-5,6-DIHYDRO-11H-BENZO[5,6]CYCLOHEPTA[1,2-b]PYRIDIN-11-YLIDENE]-1-(3-PYRIDINYLACETYL)-PIPERIDINE
[H-].[Na+]
sodium hydride
SCc1ccccc1
benzyl mercaptan
→
O=C(Cc1cccnc1)N1CCC(=C2c3ccc(Cl)cc3CCc3c(SCc4ccccc4)ccnc32)CC1
title compound
Ausbeute 8.0%
O=C(Cc1cccnc1)N1CCC(=C2c3ccc(Cl)cc3CCc3c(SCc4ccccc4)ccnc32)CC1
4-[8-CHLORO-5,6-DIHYDRO-4-(PHENYLMETHYLTHIO)-11H-BENZO[5,6]CYCLOHEPTA[1,2-b]PYRIDIN-11-YLIDENE]-1-(3-PYRIDINYLACETYL)-PIPERIDINE
Ausbeute 8.0%

Edukte

O=C(Cc1cccnc1)N1CCC(=C2c3ccc(Cl)cc3CCc3c(Cl)ccnc32)CC1
title compound
O=C(Cc1cccnc1)N1CCC(=C2c3ccc(Cl)cc3CCc3c(Cl)ccnc32)CC1
4-[4,8-DICHLORO-5,6-DIHYDRO-11H-BENZO[5,6]CYCLOHEPTA[1,2-b]PYRIDIN-11-YLIDENE]-1-(3-PYRIDINYLACETYL)-PIPERIDINE
[H-].[Na+]
sodium hydride
SCc1ccccc1
benzyl mercaptan

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewhile being irradiated with a 200 W lamp for 10 days
  2. 2
    SonstigeIsolation and purification as in Example 257

Vorschrift

A mixture of the title compound from Example 250 (0.25 grams), sodium hydride (0.11 grams, 60% in mineral oil), benzyl mercaptan (0.13 mL) and anhydrous DMF (15 mL) was stirred while being irradiated with a 200 W lamp for 10 days. Isolation and purification as in Example 257 provided the title compound (0.02 grams, 8%, MH+ 552).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06365588B1uspto-grants-2002_04