4-[(1S)-1-({[5-Chloro-2-(4-fluorophenoxy)pyridin-3-YL]carbonyl}amino)ethyl]benzoic acid → 5-Chloro-2-(4-fluorophenoxy)-N-{(1S)-1-[4-({[(3-methoxyphenyl)sulfonyl]amino}carbonyl)phenyl]ethyl}nicotinamide

HRID 1293277

Reaktionsgleichung

Reaktionsgleichung von HRID 1293277
[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](O)=[O:26])=[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][O:31][C:32]1[CH:33]=[C:34]([S:38]([NH2:41])(=[O:40])=[O:39])[CH:35]=[CH:36][CH:37]=1>>[Cl:1][C:2]1[CH:7]=[N:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=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:41][S:38]([C:34]2[CH:35]=[CH:36][CH:37]=[C:32]([O:31][CH3:30])[CH:33]=2)(=[O:39])=[O:40])=[O:26])=[CH:28][CH:29]=1)[CH3:20])=[O:17]

Komponenten

3

Edukt 2

HCID 116830884-[(1S)-1-({[5-Chloro-2-(4-fluorophenoxy)pyridin-3-YL]carbonyl}amino)ethyl]benzoic acidHCID 147630603-Methoxybenzene-1-sulfonamide

Produkt 1

HCID 589053215-Chloro-2-(4-fluorophenoxy)-N-{(1S)-1-[4-({[(3-methoxyphenyl)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-methoxybenzenesulfonamide: 1H-NMR (CDCl3) δ 8.51 (1H, d, J=2.8 Hz), 8.13 (1H, d, J=2.8 Hz), 8.09 (1H, d, J=7.0 Hz), 7.73 (2H, d, J=8.4 Hz), 7.70–7.64 (2H, m), 7.49–7.39 (3H, m), 7.21–7.08 (5H, m), 5.37–5.25 (1H, m), 3.88 (3H, s), 1.56 (3H, d, J=6.8 Hz); MS (ESI) m/z 584 (M+H)+, 582 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-f48ad34f3650480ab3e48b198cf40ce1
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238714B2

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