4-Chlorobenzenesulfonamide → 5-Chloro-N-{(1S)-1-[4-({[(4-chlorophenyl)sulfonyl]amino}carbonyl)phenyl]ethyl}-2-(4-fluorophenoxy)nicotinamide

HRID 1293273

Reaktionsgleichung

Reaktionsgleichung von HRID 1293273
[Cl:1][C:2]1[CH:3]=[C:4]([C:16]([NH:18][C@H:19]([C:21]2[CH:29]=[CH:28][C:24]([C:25]([OH:27])=O)=[CH:23][CH:22]=2)[CH3:20])=[O:17])[C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)=[N:6][CH:7]=1.[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([S:37]([NH2:40])(=[O:39])=[O:38])=[CH:33][CH:32]=1>>[Cl:1][C:2]1[CH:7]=[N:6][C:5]([O:8][C:9]2[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=2)=[C:4]([CH:3]=1)[C:16]([NH:18][C@H:19]([C:21]1[CH:29]=[CH:28][C:24]([C:25]([NH:40][S:37]([C:34]2[CH:33]=[CH:32][C:31]([Cl:30])=[CH:36][CH:35]=2)(=[O:39])=[O:38])=[O:27])=[CH:23][CH:22]=1)[CH3:20])=[O:17]

Komponenten

3

Edukt 2

HCID 668244-ChlorobenzenesulfonamideHCID 116830884-[(1S)-1-({[5-Chloro-2-(4-fluorophenoxy)pyridin-3-YL]carbonyl}amino)ethyl]benzoic acid

Produkt 1

HCID 589053235-Chloro-N-{(1S)-1-[4-({[(4-chlorophenyl)sulfonyl]amino}carbonyl)phenyl]ethyl}-2-(4-fluorophenoxy)nicotinamide

Versuchsvorschrift

The title compound was prepared according to the procedure described in step 1 of Example 103 from 4-[(1S)-1-({[5-chloro-2-(4-fluorophenoxy)pyridin-3-yl]carbonyl}amino)ethyl]benzoic acid (step 5 of Example 44) and 4-chlorobenzenesulfonamide: 1H-NMR (CDCl3) δ 8.51 (1H, d, J=2.6 Hz), 8.13 (1H, d, J=2.6 Hz), 8.16–8.03 (1H, m), 8.08 (2H, d, J=8.7 Hz), 7.75 (2H, d, J=8.2 Hz), 7.52 (2H, d, J=8.7 Hz), 7.43 (2H, d, J=8.2 Hz), 7.21–7.08 (4H, m), 5.39–5.24 (1H, m), 1.57 (3H, d, J=7.4 Hz); MS (ESI) m/z 588 (M+H)+, 586 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-8cefeb1420724308b004ded8ef591f53
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238714B2

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