4-bromo-N-(2-fluoro-4-methylphenyl)benzenesulfonamide → N-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-oxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamide

HRID 1710386

Reaktionsgleichung

Reaktionsgleichung von HRID 1710386
N1(S(C2C=CC([C:14]3[CH:15]=[C:16]4[N:22]=[C:21]([CH2:23][CH2:24][CH:25]5[NH:31][C:30](=[O:32])[CH2:29][CH2:28][CH2:27][CH2:26]5)[NH:20][C:17]4=[N:18][CH:19]=3)=CC=2)(=O)=O)CCC1.Br[C:34]1[CH:39]=[CH:38][C:37]([S:40]([NH:43][C:44]2[CH:49]=[CH:48][C:47]([CH3:50])=[CH:46][C:45]=2[F:51])(=[O:42])=[O:41])=[CH:36][CH:35]=1.BrC1C=C2N=C(CCC3NC(=O)CCCC3)NC2=NC=1>>[F:51][C:45]1[CH:46]=[C:47]([CH3:50])[CH:48]=[CH:49][C:44]=1[NH:43][S:40]([C:37]1[CH:38]=[CH:39][C:34]([C:14]2[CH:15]=[C:16]3[N:22]=[C:21]([CH2:23][CH2:24][CH:25]4[CH2:26][CH2:27][CH2:28][CH2:29][C:30](=[O:32])[NH:31]4)[NH:20][C:17]3=[N:18][CH:19]=2)=[CH:35][CH:36]=1)(=[O:42])=[O:41]

Komponenten

4

Edukt 3

HCID 269794184-bromo-N-(2-fluoro-4-methylphenyl)benzenesulfonamide2×HCID 178516005HCID 178516005, Verbindung2×HCID 1785160077-(2-{6-[4-(azetidine-1-sulfonyl)-phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}-ethyl)-azepan-2-one2×

Produkt 1

HCID 178426725N-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-oxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamide

Versuchsvorschrift

The title compound is synthesized as described for 7-(2-{6-[4-(azetidine-1-sulfonyl)-phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}-ethyl)-azepan-2-one (compound B6) from 472 mg of 4-bromo-N-(2-fluoro-4-methyl-phenyl)-benzenesulfonamide (compound C5) and 300 mg of 7-[2-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)-ethyl]-azepan-2-one (compound C1). Purification by chromatography on flash silica gel (eluent gradient: dichloromethane/5-20 vol. % ethanol) yields 185 mg of the title compound as a waxy solid. ESI-MS: 522.2 (MH+). TLC: Rf=0.26 (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/5-20 vol. % ethanol)

Quellen und Nachweise

ORD-Eintrag
ord-b3868143e3224f579df38801c9d497a4
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790710B2

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