HRID716065

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8082

Piperidine

C5H11N

HCID229279

4-Morpholinepropanenitrile, .beta.-oxo-

C7H10N2O2

反应SMILES：CC(C)NC(=O)c1cn(COCC[Si](C)(C)C)c2ncc(Nc3ccc(C=O)cc3)nc12

HCID86712132

未命名化合物

PRODUCTS

产物

反应SMILES：CC(C)NC(=O)c1cn(COCC[Si](C)(C)C)c2ncc(Nc3ccc(C=C(C#N)C(=O)N4CCOCC4)cc3)nc12

HCID71014225

未命名化合物

收率 92.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a 20 ml vial 2-(4-formylanilino)-N-isopropyl-5-(2-trimethylsilylethoxymethyl)-pyrrolo[2,3-b]pyrazine-7-carboxamide (50 mg, 0.11 mmol), 3-morpholino-3-oxopropanenitrile (33.99 mg, 0.22 mmol) and piperdine (0.02 ml, 0.22 mmol) were mixed and stirred overnight. The residues was dissolved in minimum CH2Cl2, loaded on silica gel column, and eluted with EtOAc:hexane, 0, 50, 80, 100% to get 60 mg of 2-[4-(2-cyano-3-morpholino-3-oxo-prop-1-enyl)anilino]-N-isopropyl-5-(2-trimethylsilylethoxymethyl)pyrrolo[2,3-b]pyrazine-7-carboxamide as a white solid.

WORKUP

后处理

washeluted with EtOAc

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-01762aa9cd484b37b59c813bcd98b272
来源数据集: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US09187487B2
来源说明: uspto-grants-2015_11

反应SMILES

[CH:1]([C:3]1[CH:32]=[CH:31][C:6]([NH:7][C:8]2[N:9]=[C:10]3[C:16]([C:17]([NH:19][CH:20]([CH3:22])[CH3:21])=[O:18])=[CH:15][N:14]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[C:11]3=[N:12][CH:13]=2)=[CH:5][CH:4]=1)=O.[O:33]1[CH2:38][CH2:37][N:36]([C:39](=[O:43])[CH2:40][C:41]#[N:42])[CH2:35][CH2:34]1.N1CCCCC1>C(Cl)Cl>[C:41]([C:40]([C:39]([N:36]1[CH2:35][CH2:34][O:33][CH2:38][CH2:37]1)=[O:43])=[CH:1][C:3]1[CH:32]=[CH:31][C:6]([NH:7][C:8]2[N:9]=[C:10]3[C:16]([C:17]([NH:19][CH:20]([CH3:22])[CH3:21])=[O:18])=[CH:15][N:14]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:28])([CH3:30])[CH3:29])[C:11]3=[N:12][CH:13]=2)=[CH:5][CH:4]=1)#[N:42]