4-[2-(N'-{3-[5-(4-Methoxy-phenyl)-oxazol-2-yl]-benzoyl}-hydrazino)-2-oxo-ethyl]-benzoic Acid Methyl Ester → 4-(5-{3-[5-(4-Methoxy-phenyl)-oxazol-2-yl]-phenyl}-[1,3,4]oxadiazol-2-ylmethyl)-benzoic Acid Methyl Ester
Reaktionsgleichung
[CH3:1][O:2][C:3](=[O:36])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([NH:13][NH:14][C:15](=O)[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]3[O:23][C:24]([C:27]4[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=4)=[CH:25][N:26]=3)[CH:17]=2)=[O:12])=[CH:6][CH:5]=1>O>[CH3:1][O:2][C:3](=[O:36])[C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]2[O:12][C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]4[O:23][C:24]([C:27]5[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=5)=[CH:25][N:26]=4)[CH:17]=3)=[N:14][N:13]=2)=[CH:8][CH:9]=1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
0.24 g (0.49 mmol) of 4-[2-(N′-{3-[5-(4-Methoxy-phenyl)-oxazol-2-yl]-benzoyl}-hydrazino)-2-oxo-ethyl]-benzoic acid methyl ester from Preparation 8 was dissolved in about 10 mL of poly phosphoric acid. The mixture was stirred at 90–100° C. for 1 hour before allowing to cool to room temperature. Water was added and the product was extracted with 1:1:1 EtOAC/THF/Et2O (2×). The extracts were combined and washed with saturated aqueous NaCl solution then dried MgSO4. Slurried solid product in hot EtOAc and filtered. Dried in vacuum oven overnight at 70° C. to obtain 0.13 g (57%) desired product.