HRID1792610

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID3939

Lithium hydroxide anhydrous

HLiO

结构：CCOC(=O)c1ccc(-c2ncnc3ccc(-c4cnn(C(c5ccccc5)(c5ccccc5)c5ccccc5)c4)cc23)cc1F

HCID22031192

未命名化合物

PRODUCTS

生成物

结构：O=C(O)c1ccc(-c2ncnc3ccc(-c4cnn(C(c5ccccc5)(c5ccccc5)c5ccccc5)c4)cc23)cc1F

HCID22031457

未命名化合物

收率 72.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

0.82 g ethyl 2-fluoro-4-[6-(1-trityl-1H-pyrazol-4-yl)-quinazolin-4-yl]benzoate (compound in Example 752) was dissolved in 30 mL solvent mixture of ethanol and water (2:1), then 0.11 g lithium hydroxide was added thereto, and the mixture was heated for 5 hours under reflux. The reaction solution was neutralized under ice-cooling. The solution was extracted with dichloromethane and recrystallized from ethanol/ether, to give 570 mg of the title compound as pale yellow crystals.

WORKUP

后处理

temperaturethe mixture was heated for 5 hours
temperatureunder reflux
temperaturecooling
extractionThe solution was extracted with dichloromethane
customrecrystallized from ethanol/ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3f764503dee34429909b92035f5fc42b
来源数据集: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07074801B1
来源说明: uspto-grants-2006_07

反应 SMILES

[F:1][C:2]1[CH:12]=[C:11]([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]4[CH:24]=[N:25][N:26]([C:28]([C:41]5[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=5)([C:35]5[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=5)[C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)[CH:27]=4)[CH:21]=3)[N:16]=[CH:15][N:14]=2)[CH:10]=[CH:9][C:3]=1[C:4]([O:6]CC)=[O:5].[OH-].[Li+]>C(O)C.O>[F:1][C:2]1[CH:12]=[C:11]([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]4[CH:24]=[N:25][N:26]([C:28]([C:29]5[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=5)([C:35]5[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=5)[C:41]5[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=5)[CH:27]=4)[CH:21]=3)[N:16]=[CH:15][N:14]=2)[CH:10]=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]