HRID909392

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2737224

5-propylcyclohexane-1,3-dione

C9H14O2

$结构：C/C(N)=C\C#N$

HCID5324720

(2E)-3-Amino-2-butenenitrile

C4H6N2

结构：COCCNc1c(Br)cc(C=O)cc1S(=O)(=O)N1CCOCC1

HCID87389143

未命名化合物

PRODUCTS

生成物

结构：CCCC1CC(=O)C2=C(C1)NC(C)=C(C#N)C2c1cc(Br)c(NCCOC)c(S(=O)(=O)N2CCOCC2)c1

HCID67410243

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

CONDITIONS

反应条件

温度: 80 °C

PROCEDURE

实验过程

A mixture of the product of step d (61 mg), 3-aminocrotonitrile (12.3 mg) and 5-propylcyclohexane-1,3-dione (23.1 mg) in ethanol (5 ml) was stirred at 80° C. for 17 h. The reaction mixture was concentrated in vacuo and the residue was purified by preparative HPLC (Method B). Yield: 57 mg. MS-ESI: [M+H]+=607.3/609.3; HPLC: Rt=16.51 min. (diast. 1) Rt=16.83 min. (diast. 2) (method 1). Diast. ratio: 9:1

WORKUP

后处理

concentrationThe reaction mixture was concentrated in vacuo
customthe residue was purified by preparative HPLC (Method B)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b3007321c7f64c6fad9000e1d19d8875
来源数据集: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08017782B2
来源说明: uspto-grants-2011_09

反应 SMILES

[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([S:15]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)(=[O:17])=[O:16])[C:9]=1[NH:10][CH2:11][CH2:12][O:13][CH3:14])[CH:5]=O.[CH3:24]/[C:25](/[NH2:29])=[CH:26]\[C:27]#[N:28].[CH2:30]([CH:33]1[CH2:38][C:37](=O)[CH2:36][C:35](=[O:40])[CH2:34]1)[CH2:31][CH3:32]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]2[C:36]3[C:35](=[O:40])[CH2:34][CH:33]([CH2:30][CH2:31][CH3:32])[CH2:38][C:37]=3[NH:29][C:25]([CH3:24])=[C:26]2[C:27]#[N:28])[CH:7]=[C:8]([S:15]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)(=[O:17])=[O:16])[C:9]=1[NH:10][CH2:11][CH2:12][O:13][CH3:14]