HRID240479

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID144009

4-Chloro-2-isocyanato-1-methoxybenzene

C8H6ClNO2

结构：CC(C)(C)OC(=O)n1cc(Cn2ccc3c(N)cccc32)c2cccnc21

HCID68752868

未命名化合物

PRODUCTS

生成物

结构：COc1ccc(Cl)cc1NC(=O)Nc1cccc2c1ccn2Cc1cn(C(=O)OC(C)(C)C)c2ncccc12

HCID68749990

未命名化合物

收率 73%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A solution of 3-[(4-amino-1H-indol-1-yl)methyl]-1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridine from previous step and 5-chloro-2-methoxyphenyl isocyanate (Int-14, 275 mg, 1.5 mmol) in toluene was stirred overnight. The reaction mixture was concentrated and purified by flash column chromatography to afford product 1-(2-methoxyl-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl]-1H-indol-4-yl}urea (518 mg, 73% for two steps).

WORKUP

后处理

concentrationThe reaction mixture was concentrated
custompurified by flash column chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-679d6d647b9c48019b764e8a78766188
来源数据集: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08648086B2
来源说明: uspto-grants-2014_02

反应 SMILES

[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[CH2:11][C:12]1[C:20]2[C:15](=[N:16][CH:17]=[CH:18][CH:19]=2)[N:14]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH:13]=1.[Cl:28][C:29]1[CH:30]=[CH:31][C:32]([O:38][CH3:39])=[C:33]([N:35]=[C:36]=[O:37])[CH:34]=1>C1(C)C=CC=CC=1>[O:38]([C:32]1[CH:31]=[CH:30][C:29]([Cl:28])=[CH:34][C:33]=1[NH:35][C:36]([NH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[CH2:11][C:12]1[C:20]2[C:15](=[N:16][CH:17]=[CH:18][CH:19]=2)[N:14]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH:13]=1)=[O:37])[CH3:39]