1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(3,4,5-trimethoxyphenyl)-3-(5-phenyl-3-(2-chloro-6-fluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide

HRID 434035

Reaktionsgleichung

Reaktionsgleichung von HRID 434035
[C:1]([C:4]1[C:5]([C:15]2[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:22])=[N:6][O:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([OH:3])=O.[NH2:23][C:24]1[CH:25]=[C:26]([CH2:30][C:31]([NH:33][C:34]2[CH:39]=[C:38]([O:40][CH3:41])[C:37]([O:42][CH3:43])=[C:36]([O:44][CH3:45])[CH:35]=2)=[O:32])[CH:27]=[CH:28][CH:29]=1.CCN=C=NCCCN(C)C>ClCCl.CN(C1C=CN=CC=1)C>[CH3:41][O:40][C:38]1[CH:39]=[C:34]([NH:33][C:31](=[O:32])[CH2:30][C:26]2[CH:27]=[CH:28][CH:29]=[C:24]([NH:23][C:1]([C:4]3[C:5]([C:15]4[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=4[Cl:22])=[N:6][O:7][C:8]=3[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)=[O:3])[CH:25]=2)[CH:35]=[C:36]([O:44][CH3:45])[C:37]=1[O:42][CH3:43]

Komponenten

6

Versuchsvorschrift

To a solution of 4-carboxy-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole (0.135 g, 0.425 mmol) and 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide (0.129 g, 0.408 mmol) in dichloromethane (5 ml) was added EDCI (0.082 g, 0.51 mmol) and DMAP (0.062 g, 0.51 mmol) and stirred for 14 h. The mixture was applied to a silica gel chromatography column. Elution with hexanes and ethyl acetate (gradient) gave the title compound (0.162 g, 64%).

Aufarbeitung

  1. washElution with hexanes and ethyl acetate (gradient)

Quellen und Nachweise

ORD-Eintrag
ord-b16f705797594b3eb3fb7adba1cb9f18
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06670373B1

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