HRID434030

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID15908

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

C8H17N3

HCID18756260

未命名化合物

HCID18756272

4-Isoxazolecarboxylic acid, 3-(2-fluorophenyl)-5-methyl-, methyl ester

C12H10FNO3

PRODUCTS

生成物

结构：COc1cc(NC(=O)Cc2cccc(NC(=O)c3c(-c4ccccc4F)noc3C)c2)cc(OC)c1OC

HCID59119375

未命名化合物

收率 62%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a solution of 4-methoxycarbonyl-5-methyl-3-(2-fluorophenyl)isoxazole (1.00 g, 4.52 mmol) in CH2Cl2 (30 ml) was added EDCI (1.51 g, 9.04 mmol), DMAP (0.11 g, 0.90 mmol), and 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide (1.70 g, 5.42 mmol). The reaction was allowed to stir for 6 h then applied to a silica gal column eluting first CH2Cl2 with followed by 10% acetone in CH2Cl2 to give the title compound (1.44 g, 62%).

WORKUP

后处理

washeluting first CH2Cl2

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-64a2ecb7eb564e76a9891605b47c3b09
来源数据集: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06670373B1
来源说明: uspto-grants-2003_12

反应 SMILES

CO[C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:7][O:8][C:9]=1[CH3:10])=[O:4].CCN=C=NCCCN(C)C.[NH2:29][C:30]1[CH:31]=[C:32]([CH2:36][C:37]([NH:39][C:40]2[CH:45]=[C:44]([O:46][CH3:47])[C:43]([O:48][CH3:49])=[C:42]([O:50][CH3:51])[CH:41]=2)=[O:38])[CH:33]=[CH:34][CH:35]=1>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:47][O:46][C:44]1[CH:45]=[C:40]([NH:39][C:37](=[O:38])[CH2:36][C:32]2[CH:33]=[CH:34][CH:35]=[C:30]([NH:29][C:3]([C:5]3[C:6]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=4[F:17])=[N:7][O:8][C:9]=3[CH3:10])=[O:4])[CH:31]=2)[CH:41]=[C:42]([O:50][CH3:51])[C:43]=1[O:48][CH3:49]