HRID1858076

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

结构：C[Si](C)(C)CCOC(=O)Oc1ccc([N+](=O)[O-])cc1

HCID3086116

4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate

C12H17NO5Si

结构：Cc1cc(C)cc(-c2c(OCCC3CCCCN3)c3cc([N+](=O)[O-])c(Cl)cc3[nH]c2=O)c1

HCID22124513

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(C)cc(-c2c(OCCC3CCCCN3C(=O)OCC[Si](C)(C)C)c3cc([N+](=O)[O-])c(Cl)cc3[nH]c2=O)c1

HCID53996632

未命名化合物

收率 69.5%

PROCEDURE

实验过程

To a solution of 7-chloro-3-(3,5-dimethylphenyl)-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one (200 mg in 5 mL dicloroethane) was added 136 mg of 2-(trimethylsilyl)ethyl 4-nitrophenyl carbonate followed by 0.092 mL diisopropylethylamine and the mixture heated to reflux. After 20 hours, the reaction was cooled to room temperature, concentrated in vacuo and purified by flash chromatography on silica gel (ethyl acetate:hexane, 1:1) to give the title compound (183 mg.)

WORKUP

后处理

temperaturethe mixture heated to reflux
concentrationconcentrated in vacuo
custompurified by flash chromatography on silica gel (ethyl acetate:hexane, 1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0ea4e2d319264667830ec9f4f8c2e71f
来源数据集: uspto-grants-2000_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06150352
来源说明: uspto-grants-2000_11

反应 SMILES

[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([O:21][CH2:22][CH2:23][CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][NH:25]3)=[C:7]([C:13]3[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[CH:14]=3)[C:8](=[O:12])[NH:9]2)=[CH:4][C:3]=1[N+:30]([O-:32])=[O:31].[C:33](=O)([O:41]C1C=CC([N+]([O-])=O)=CC=1)[O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38].C(N(C(C)C)CC)(C)C>>[CH3:38][Si:37]([CH3:40])([CH3:39])[CH2:36][CH2:35][O:34][C:33]([N:25]1[CH2:26][CH2:27][CH2:28][CH2:29][CH:24]1[CH2:23][CH2:22][O:21][C:6]1[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[C:3]([N+:30]([O-:32])=[O:31])[CH:4]=2)[NH:9][C:8](=[O:12])[C:7]=1[C:13]1[CH:14]=[C:15]([CH3:20])[CH:16]=[C:17]([CH3:19])[CH:18]=1)=[O:41]