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

反応式

HRID 434035 の反応式
[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]

参加物

6

反応物 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 18756260HCID 18756260、化合物HCID 187562674-Carboxy-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole

生成物 1

HCID 60083770N-(3,4,5-trimethoxyphenyl)-3-(5-phenyl-3-(2-chloro-6-fluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide収率 64.5%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  1. washElution with hexanes and ethyl acetate (gradient)

出典と根拠

ORDレコード
ord-b16f705797594b3eb3fb7adba1cb9f18
出典データセット
uspto-grants-2003_12
特許番号
US06670373B1

関連ノート

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