Lawesson's reagent → HCID 178488745, Verbindung

HRID 1710375Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1710375
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]3[N:17]=[C:16]([CH2:18][CH2:19][CH:20]4[NH:26][C:25](=O)[CH2:24][CH2:23][CH2:22][CH2:21]4)[NH:15][C:12]3=[N:13][CH:14]=2)=[CH:5][CH:4]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:37])=CC=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]3[N:17]=[C:16]([CH2:18][CH2:19][CH:20]4[NH:26][C:25](=[S:37])[CH2:24][CH2:23][CH2:22][CH2:21]4)[NH:15][C:12]3=[N:13][CH:14]=2)=[CH:5][CH:4]=1

Komponenten

3

Edukt 2

HCID 87949Lawesson's reagentHCID 1784887447-[2-{6-(4-Methoxy-phenyl)-3H-imidazo[4,5-b]pyridin-2-yl]-ethyl}-azepan-2-one2×

Produkt 1

HCID 178488745HCID 178488745, VerbindungAusbeute 83 %

Versuchsvorschrift

The title compound is synthesized as described for 7-[2-(6-{4-cyano-phen-1-yl}-3H-imidazo[4,5-b]pyridin-2-yl)-ethyl]-azepan-2-thione (compound A2) from 120 mg of 7-{2-[6-(4-methoxy-phenyl)-3H-imidazo[4,5-b]pyridin-2-yl]-ethyl}-azepan-2-one (compound B3) and 222 mg of Lawesson's reagent. Purification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-10 vol. % ethanol) affords 104 mg of the title compound as a light yellow, waxy solid. ESI-MS: 381.2 (MH+). TLC: Rf=0.64 (dichloromethane/ethanol 10:1 parts by volume).

Aufarbeitung

  1. customThe title compound is synthesized
  2. customPurification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-10 vol. % ethanol)

Quellen und Nachweise

ORD-Eintrag
ord-25d32477dbd8494ab0e363c119504647
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790710B2

Notizen zur Reaktion

Wird geladen…