HRID1046350

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID517096

Cyanic acid, sodium salt

CNNaO

结构：C#CCOc1ccc(NCc2ccc3nc(OC)c(OC)nc3c2)c(C(=O)c2ccc(C(C)C)cc2)c1

HCID11755527

未命名化合物

PRODUCTS

生成物

结构：C#CCOc1ccc2c(c1)c(-c1ccc(C(C)C)cc1)nc(=O)n2Cc1ccc2nc(OC)c(OC)nc2c1

HCID59259155

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID176

Acetic Acid

C2H4O2

PROCEDURE

实验过程

To a solution of 52 mg (0.105 mmol) {2-[(2,3-dimethoxy-quinoxalin-6-ylmethyl)-amino]-5-prop-2-ynyloxy-phenyl}-(4isopropyl-phenyl)-methanone in 1 ml acetic acid is added 14 mg (0.210 mmol) sodium cyanate. After stirring for 2 h the solvent is removed in vacuo and the residue is partitioned between CH2Cl2 and water. The organic layer is extracted with 2 M sodium hydroxide and evaporated. Purification of the crude product by flash-chromatography (ethyl acetate/hexanes 9:1) affords a yellow oil.

WORKUP

后处理

customis removed in vacuo
customthe residue is partitioned between CH2Cl2 and water
extractionThe organic layer is extracted with 2 M sodium hydroxide
customevaporated
customPurification of the crude product by flash-chromatography (ethyl acetate/hexanes 9:1)
customaffords a yellow oil

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3044485cd0db4e69900664f000162e5a
来源数据集: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08569317B2
来源说明: uspto-grants-2013_10

反应 SMILES

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