m-Toluenesulphonamide → 5-Chloro-2-(4-fluorophenoxy)-N-{(1S)-1-[4-({[(3-methylphenyl)sulfonyl]amino}carbonyl)phenyl]ethyl}nicotinamide

HRID 1293276

Reaktionsgleichung

Reaktionsgleichung von HRID 1293276
[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.[CH3:30][C:31]1[CH:32]=[C:33]([S:37]([NH2:40])(=[O:39])=[O:38])[CH:34]=[CH:35][CH:36]=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:22]=[CH:23][C:24]([C:25]([NH:40][S:37]([C:33]2[CH:34]=[CH:35][CH:36]=[C:31]([CH3:30])[CH:32]=2)(=[O:38])=[O:39])=[O:27])=[CH:28][CH:29]=1)[CH3:20])=[O:17]

Komponenten

3

Edukt 2

HCID 74697m-ToluenesulphonamideHCID 116830884-[(1S)-1-({[5-Chloro-2-(4-fluorophenoxy)pyridin-3-YL]carbonyl}amino)ethyl]benzoic acid

Produkt 1

HCID 589053625-Chloro-2-(4-fluorophenoxy)-N-{(1S)-1-[4-({[(3-methylphenyl)sulfonyl]amino}carbonyl)phenyl]ethyl}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 3-methylbenzenesulfonamide: 1H-NMR (CDCl3) δ 8.90 (1H, br.s), 8.51 (1H, d, J=2.6 Hz), 8.13 (1H, d, J=2.6 Hz), 8.09 (1H, d, J=7.2 Hz), 7.97–7.89 (2H, m), 7.74 (2H, d, J=8.3 Hz), 7.48–7.38 (4H, m), 7.20–7.05 (4H, m), 5.37–5.24 (1H, m), 2.44 (3H, s), 1.56 (3H, d, J=7.0 Hz); MS (ESI) m/z 568 (M+H)+, 566 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-21aef9240b6a4f478cf33c9c2e09c703
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238714B2

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