2-Chlorobenzaldehyde → HCID 19864524, 화합물

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[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:13])/[CH:9]=[C:10](\[NH2:12])/[CH3:11].[Cl:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]=O.[F:23][C:24]1[CH:29]=[CH:28][C:27]([C:30](=O)[CH2:31][C:32]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][N:39]2[C:47]3[CH:46]=[CH:45][N:44]=[CH:43][C:42]=3[N:41]=[C:40]2[CH3:48])=[O:33])=[CH:26][CH:25]=1>C(O)C>[Cl:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]1[C:9]([C:8](=[O:13])[NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[C:10]([CH3:11])[NH:12][C:30]([C:27]2[CH:26]=[CH:25][C:24]([F:23])=[CH:29][CH:28]=2)=[C:31]1[C:32]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][N:39]1[C:47]2[CH:46]=[CH:45][N:44]=[CH:43][C:42]=2[N:41]=[C:40]1[CH3:48])=[O:33]

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실험 절차

A solution of N-(pyrid-2-yl)-3-aminocrotonamide (0.50 g, 2.8 mM), 2-chlorobenzaldehyde (0.39 g, 2.8 mM) and 4-(2-methylimidazo[4,5-c]pyrid-1-yl)butyl 3-(4-fluorophenyl)-3-oxopropionate (1.04 g, 2.8 mM--see Preparation 1) in absolute ethanol (15 cm3) was heated at reflux, under nitrogen, for 5 hours. The cooled solution was evaporated to dryness and the residue purified by column chromatography on silica (Merck "Kieselgel 60"--Trade Mark) eluting with dichloromethane:methanol 97:3. The pure product-containing fractions were evaporated to dryness and the residual foam was re-dissolved in dichloromethane (2 cm3). Addition of ether (25 cm3) caused the product to crystallize out, yield 0.21 g, (12%), m.p. 129°-132°.