3-Chloro-5-fluorophenol → tert-Butyl 4-[(1S)-1-({[5-chloro-2-(3-chloro-5-fluorophenoxy)pyridin-3-yl]carbonyl}amino)ethyl]benzoate

HRID 1293289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1293289
Cl[C:2]1[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:25]=[CH:24][C:16]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])=[CH:6][C:5]([Cl:26])=[CH:4][N:3]=1.[Cl:27][C:28]1[CH:29]=[C:30]([OH:35])[CH:31]=[C:32]([F:34])[CH:33]=1>>[Cl:26][C:5]1[CH:6]=[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:25]=[CH:24][C:16]([C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])[C:2]([O:35][C:30]2[CH:31]=[C:32]([F:34])[CH:33]=[C:28]([Cl:27])[CH:29]=2)=[N:3][CH:4]=1

Komponenten

3

Edukt 2

HCID 27737133-Chloro-5-fluorophenolHCID 57572256tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Produkt 1

HCID 69415962tert-Butyl 4-[(1S)-1-({[5-chloro-2-(3-chloro-5-fluorophenoxy)pyridin-3-yl]carbonyl}amino)ethyl]benzoate

Versuchsvorschrift

The title compound was prepared according to the procedure described in step 2 of Example 45 from tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate (step 1 of Example 45) and 3-chloro-5-fluorophenol: 1H-NMR (CDCl3) δ 8.55 (1H, d, J=2.6 Hz), 8.17 (1H, d, J=2.6 Hz), 7.97 (2H, d, J=8.4 Hz), 7.88–7.80 (1H, m), 7.40 (2H, d, J=8.4 Hz), 7.10–7.02 (1H, m), 7.00–6.94 (1H, m), 6.87–6.80 (1H, m), 5.43–5.27 (1H, m), 1.68–1.55 (12H, m); MS (ESI) m/z 505 (M+H)+, 503 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-15f816d9e50c4a7691961f7d41c8f667
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238714B2

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