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

HRID 1293278

Reaktionsgleichung

Reaktionsgleichung von HRID 1293278
[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.[CH:30]1([S:36]([NH2:39])(=[O:38])=[O:37])[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]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:39][S:36]([CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)(=[O:38])=[O:37])=[O:27])=[CH:28][CH:29]=1)[CH3:20])=[O:17]

Komponenten

3

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 cyclohexanesulfonamide (Helv. Chim. Acta 1975, 58, 2321): 1H-NMR (CDCl3) δ 8.53 (1H, d, J=2.6 Hz), 8.14 (1H, d, J=2.6 Hz), 8.15–8.08 (1H, m), 7.81 (2H, d, J=8.3 Hz), 7.49 (2H, d, J=8.3 Hz), 7.22–7.10 (4H, m), 5.42–5.30 (1H, m), 3.80–3.65 (1H, m), 2.26–2.16 (2H, m), 1.98–1.85 (2H, m), 1.78–1.50 (4H, m), 1.60 (3H, d, J=7.0 Hz), 1.43–1.15 (2H, m); MS (ESI) m/z 560 (M+H)+, 558 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-940832bb15ed48b7aeebdac1a1521121
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238714B2

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