4-Chlorophenol → 4-[(1S)-1-({[5-Chloro-2-(4-chlorophenoxy)pyridin-3-YL]carbonyl}amino)ethyl]benzoic acid

HRID 1293257

Reaktionsgleichung

Reaktionsgleichung von HRID 1293257
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(C)(C)C)=[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:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=1>>[Cl:26][C:5]1[CH:6]=[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:24][CH:25]=2)[CH3:12])=[O:9])[C:2]([O:34][C:31]2[CH:32]=[CH:33][C:28]([Cl:27])=[CH:29][CH:30]=2)=[N:3][CH:4]=1

Komponenten

3

Edukt 2

HCID 46844-ChlorophenolHCID 57572256tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Produkt 1

HCID 116261534-[(1S)-1-({[5-Chloro-2-(4-chlorophenoxy)pyridin-3-YL]carbonyl}amino)ethyl]benzoic acid

Versuchsvorschrift

The title compound was prepared according to the two steps procedure described in step 2 and 3 of Example 45. Firstly, tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate (step 1 of Example 45) was reacted with 4-chlorophenol. Next, the crude product was converted to the corresponding carboxylic acid: 1H-NMR (CDCl3) δ 8.55 (1H, d, J=2.8 Hz), 8.14 (1H, d, J=2.8 Hz), 8.11–8.02 (3H, m), 7.50–7.39 (4H, m), 7.11 (2H, d, J=9.0 Hz), 5.44–5.31 (1H, m), 1.60 (3H, d, J=7.0 Hz); MS (ESI) m/z 431 (M+H)+, 429 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-b0f43fc2b4f246098aa3c2ae802494ac
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238714B2

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