HRID855443

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2723939

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

C8H18ClN3

HCID11693994

5-fluoro-1H-indole-7-carboxylic Acid

C9H6FNO2

结构：CC(C)(C)c1ccc(CNCCc2cccc(C(F)(F)F)c2)cc1

HCID68560440

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)c1ccc(CN(CCc2cccc(C(F)(F)F)c2)C(=O)c2cc(F)cc3cc[nH]c23)cc1

HCID86603126

未命名化合物

收率 79.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

66 mg (0.33 mol) of 5-fluoro-1H-indol-7-carboxylic acid, 101 mg (0.30 mmol) of (4-tert-butyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine and 63 mg (0.33 mmol) of EDC.HCl were dissolved in 3 ml DCM. The reaction mixture was stirred at rt over night. The solvent was evaporated and the residue was purified by column chromatography (20 g silica gel, heptane/EtOAc 7:3) to yield 118 mg (79%) product as a light yellow viscous oil. MS (ISP) 497.4 (M+H)+.

WORKUP

后处理

customThe solvent was evaporated
customthe residue was purified by column chromatography (20 g silica gel, heptane/EtOAc 7:3)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e11dd947e28f475a8390411379d131a0
来源数据集: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07259183B2
来源说明: uspto-grants-2007_08

反应 SMILES

[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11]([OH:13])=O)[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[C:14]([C:18]1[CH:37]=[CH:36][C:21]([CH2:22][NH:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15].CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[C:14]([C:18]1[CH:37]=[CH:36][C:21]([CH2:22][N:23]([CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:33])[F:34])[CH:27]=2)[C:11]([C:9]2[CH:10]=[C:2]([F:1])[CH:3]=[C:4]3[C:8]=2[NH:7][CH:6]=[CH:5]3)=[O:13])=[CH:20][CH:19]=1)([CH3:17])([CH3:15])[CH3:16]