HRID334323

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

$结构：COc1ccc(/C=C\c2cc(OC)c(OC)c(OC)c2)cc1O$

HCID5351344

3,4,5-Trimethoxy-3'-hydroxy-4'-methoxystilbene

C18H20O5

结构：COc1cc(C2NC(=O)c3ccccc3N2)ccc1OCCCCCBr

HCID51042583

未命名化合物

PRODUCTS

生成物

$结构：COc1cc(C2NC(=O)c3ccccc3N2)ccc1OCCCCCOc1cc(/C=C\c2cc(OC)c(OC)c(OC)c2)ccc1OC$

HCID117687597

未命名化合物

收率 83.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID21226206

未命名化合物

CONDITIONS

反应条件

温度: 30 °C

PROCEDURE

实验过程

(Z)-2-methoxy-5-(3,4,5-trimethoxystyryl)phenol (38a) (316.35 mg 1.0 mmol) in DMF (20 mL) was added anhydrous potassium carbonate (690 mg, 5.0 mmol) and 2-[4-(5-Bromo-pentyloxy)-3-methoxy-phenyl]-2,3-dihydro-1H-quinazolin-4-one (2d) (419.29 mg, 1.0 mmol). The reaction mixture was stirred at a temperature of 30° C. for 30 h and the reaction was monitored by TLC using ethyl acetate-hexane (6:4) as a solvent system. Then to this ice is added and extracted with ethyl acetate. The solvent was evaporated under vacuum to afford the crude product. This was further purified by column chromatography using ethyl acetate:hexane (6:4) as a solvent system to obtain the pure product (39d) (546 mg, 80% yield).

WORKUP

后处理

extractionextracted with ethyl acetate
customThe solvent was evaporated under vacuum
customto afford the crude product
customThis was further purified by column chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c2f30562fb904be4acfb5368de4957b3
来源数据集: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08883809B2
来源说明: uspto-grants-2014_11

反应 SMILES

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]\[C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=2)=[CH:5][C:4]=1[OH:23].C(=O)([O-])[O-].[K+].[K+].Br[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([CH:43]2[NH:52][C:51](=[O:53])[C:50]3[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=3)[NH:44]2)=[CH:39][C:38]=1[O:54][CH3:55]>CN(C=O)C.C(OCC)(=O)C.CCCCCC>[CH3:55][O:54][C:38]1[CH:39]=[C:40]([CH:43]2[NH:52][C:51](=[O:53])[C:50]3[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=3)[NH:44]2)[CH:41]=[CH:42][C:37]=1[O:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][O:23][C:4]1[CH:5]=[C:6](/[CH:9]=[CH:10]\[C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=2)[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]