Lawesson's reagent → HCID 178527293, Verbindung

HRID 1710377Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1710377
[N:1]1([S:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:15]=[C:16]4[N:22]=[C:21]([CH2:23][CH2:24][CH:25]5[NH:31][C:30](=O)[CH2:29][CH2:28][CH2:27][CH2:26]5)[NH:20][C:17]4=[N:18][CH:19]=3)=[CH:10][CH:9]=2)(=[O:7])=[O:6])[CH2:4][CH2:3][CH2:2]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:42])=CC=1>>[N:1]1([S:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:15]=[C:16]4[N:22]=[C:21]([CH2:23][CH2:24][CH:25]5[NH:31][C:30](=[S:42])[CH2:29][CH2:28][CH2:27][CH2:26]5)[NH:20][C:17]4=[N:18][CH:19]=3)=[CH:10][CH:9]=2)(=[O:7])=[O:6])[CH2:4][CH2:3][CH2:2]1

Komponenten

3

Edukt 2

HCID 87949Lawesson's reagentHCID 1785160077-(2-{6-[4-(azetidine-1-sulfonyl)-phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}-ethyl)-azepan-2-one2×

Produkt 1

HCID 178527293HCID 178527293, VerbindungAusbeute 37,1 %

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 258 mg of 7-(2-{6-[4-(azetidine-1-sulfonyl)-phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}-ethyl)-azepan-2-one (compound B6) and 242 mg of Lawesson's reagent. Purification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-5 vol. % ethanol) affords 99 mg of the title compound as a beige foam. ESI-MS: 470.2 (MH+). TLC: Rf=0.45 (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/0-5 vol. % ethanol)

Quellen und Nachweise

ORD-Eintrag
ord-d15142018ab64f2d9c2701649f131167
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790710B2

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