HRID896319

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID443297

未命名化合物

结构：CC(C)CCn1c(Cn2c(=O)n(CC(=O)OC(C)(C)C)c3ccccc32)nc2cc(C#N)ccc21

HCID20814119

未命名化合物

PRODUCTS

生成物

结构：CC(C)CCn1c(Cn2c(=O)n(CC(=O)OC(C)(C)C)c3ccccc32)nc2cc(C(=N)NO)ccc21

HCID178446108

未命名化合物

收率 54.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

{3-[5-Cyano-1-(3-methyl-butyl)-1H-benzoimidazol-2-ylmethyl]-2-oxo-2,3-dihydro-benzoimidazol-1-yl}-acetic acid tert-butyl ester (1.5 g, 3.17 mmol), hydroxylamine hydrochloride (660 mg, 9.5 mmol) and K2CO3 (657 mg, 4.75 mmol) are dissolved in EtOH (40 ml) and heated to reflux for 12 h. The reaction mixture was cooled and the product was isolated by filtration to give 870 mg (54%) of {3-[5-(N-Hydroxycarbamimidoyl)-1-(3-methyl-butyl)-1H-benzoimidazol-2-ylmethyl]-2-oxo-2,3-dihydro-benzoimidazol-1-yl}-acetic acid tert-butyl ester as a white solid.

WORKUP

后处理

temperatureheated
temperatureto reflux for 12 h
temperatureThe reaction mixture was cooled
customthe product was isolated by filtration

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f562815dab1a4d41a7548696e9d5de74
来源数据集: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06919331B2
来源说明: uspto-grants-2005_07

反应 SMILES

[C:1]([O:5][C:6](=[O:35])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:17][C:18]2[N:22]([CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])[C:21]3[CH:28]=[CH:29][C:30]([C:32]#[N:33])=[CH:31][C:20]=3[N:19]=2)[C:9]1=[O:34])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:37][OH:38].C([O-])([O-])=O.[K+].[K+]>CCO>[C:1]([O:5][C:6](=[O:35])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:17][C:18]2[N:22]([CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])[C:21]3[CH:28]=[CH:29][C:30]([C:32](=[NH:33])[NH:37][OH:38])=[CH:31][C:20]=3[N:19]=2)[C:9]1=[O:34])([CH3:3])([CH3:4])[CH3:2]