1-Naphthalenemethanamine → Ethyl 5-(4-fluorophenyl)-2-(1-naphthyl)imidazole-4-carboxylate
Reaktionsgleichung
O[N:2]=[C:3]([C:9]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH2:18][CH2:19][C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][CH:21]=1>>[F:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[NH:18][C:19]([C:20]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH:23]=[CH:22][CH:21]=3)=[N:2][C:3]=2[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:12][CH:13]=1Komponenten
3
Versuchsvorschrift
Ethyl 2-hydroxyimino-3-(4-fluorophenyl)-3-oxopropionate (10.0 g) and 1-aminomethylnaphthalene (8.3 g) were reacted and treated in the same manner as in Starting Material Synthetic Example 1 to give ethyl 5-(4-fluorophenyl)-2-(1-naphthyl)imidazole-4-carboxylate (3.3 g). 3.0 g therefrom was dissolved in ethyl alcohol (100 ml) and 1 M sodium hydroxide solution (20 ml) was added. The mixture was reacted and treated in the same manner as in Starting Material Synthetic Example 2 to give 5-(4-fluorophenyl)-2-(1-naphthyl)imidazole-4-carboxyic acid (2.4 g), melting point 175° C. (decomposition).