HRID1846332

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID3608067

(2-Bromoethoxy)-tert-butyldimethylsilane

C8H19BrOSi

反应SMILES：Cc1cc(-c2nc3ccccc3c(=O)n2-c2ccc(Cl)cc2)ccc1O

HCID136330956

3-(4-chlorophenyl)-2-(4-hydroxy-3-methylphenyl)quinazolin-4(3H)-one

C21H15ClN2O2

PRODUCTS

产物

反应SMILES：Cc1cc(-c2nc3ccccc3c(=O)n2-c2ccc(Cl)cc2)ccc1OCCO[Si](C)(C)C(C)(C)C

HCID67459826

未命名化合物

收率 103.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

Dimethylformamide

C3H7NO

PROCEDURE

实验过程

K2CO3 (0.131 g, 0.95 mmol) was added to a solution of 3-(4-chlorophenyl)-2-(4-hydroxy-3-methylphenyl)quinazolin-4(3H)-one (0.230 g, 0.63 mmol) in DMF (15 mL) and stirred for 30 min. (2-Bromoethoxy)(tert-butyl)dimethylsilane (0.16 mL, 0.76 mmol) was added and the reaction was heated to reflux temperature for 3 hours, and concentrated in vacuo. The residue was dissolved in EtOAc, washed with saturated NaHCO3, and then brine, dried (Na2SO4), filtered, and concentrated in vacuo, to afford 2-(4-(2-(tert-Butyldimethylsilyloxy)ethoxy)-3-methylphenyl)-3-(4-chlorophenyl)quinazolin-4(3H)-one (0.340 g, quantitative).

WORKUP

后处理

additionwas added
temperaturethe reaction was heated
temperatureto reflux temperature for 3 hours
concentrationconcentrated in vacuo
dissolutionThe residue was dissolved in EtOAc
washwashed with saturated NaHCO3
dry with materialbrine, dried (Na2SO4)
filtrationfiltered
concentrationconcentrated in vacuo

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-801cf4297e3d44a882c630a22b58114c
来源数据集: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US08952021B2
来源说明: uspto-grants-2015_02

反应SMILES

C([O-])([O-])=O.[K+].[K+].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[C:23](=[O:24])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=[C:15]2[C:25]2[CH:30]=[CH:29][C:28]([OH:31])=[C:27]([CH3:32])[CH:26]=2)=[CH:10][CH:9]=1.Br[CH2:34][CH2:35][O:36][Si:37]([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38]>CN(C=O)C>[Si:37]([O:36][CH2:35][CH2:34][O:31][C:28]1[CH:29]=[CH:30][C:25]([C:15]2[N:14]([C:11]3[CH:10]=[CH:9][C:8]([Cl:7])=[CH:13][CH:12]=3)[C:23](=[O:24])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)=[CH:26][C:27]=1[CH3:32])([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38]