HRID1672134

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

HCID16734939

3-Benzyl-6-hydroxy-7-methoxyquinazolin-4(3H)-one

C16H14N2O3

结构：CN1CCN([C@H]2CC[C@@H](OS(C)(=O)=O)CC2)CC1=O

HCID178481022

未命名化合物

PRODUCTS

生成物

结构：COc1cc2ncn(Cc3ccccc3)c(=O)c2cc1O[C@H]1CC[C@H](N2CCN(C)C(=O)C2)CC1

HCID178486842

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID13387

N-Methyl-2-pyrrolidone

C5H9NO

2 次

PROCEDURE

实验过程

650 mg (cis)-1-methanesulphonyloxy-4-(4-methyl-3-oxo-piperazin-1-yl)-cyclohexane in 3 ml N-methyl-2-pyrrolidinone are added dropwise at 120° C. over two hours to 632 mg 3-benzyl-3,4-dihydro-4-oxo-6-hydroxy-7-methoxy-quinazoline and 1.09 g caesium carbonate in 4 ml N-methyl-2-pyrrolidinone. The product is isolated by preparative HPLC.

WORKUP

后处理

customThe product is isolated by preparative HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3f99220c88c54171918dae5a40fbf1cf
来源数据集: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07998949B2
来源说明: uspto-grants-2011_08

反应 SMILES

CS([O:5][C@H:6]1[CH2:11][CH2:10][C@@H:9]([N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[CH2:13]2)[CH2:8][CH2:7]1)(=O)=O.[CH2:20]([N:27]1[C:36](=[O:37])[C:35]2[C:30](=[CH:31][C:32]([O:39][CH3:40])=[C:33](O)[CH:34]=2)[N:29]=[CH:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN1CCCC1=O>[CH2:20]([N:27]1[C:36](=[O:37])[C:35]2[C:30](=[CH:31][C:32]([O:39][CH3:40])=[C:33]([O:5][C@H:6]3[CH2:11][CH2:10][C@H:9]([N:12]4[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[CH2:13]4)[CH2:8][CH2:7]3)[CH:34]=2)[N:29]=[CH:28]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1