HRID1360805

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COC(=O)C(C)(C)Cc1cc(C)c(/C=C/c2ccc(-c3nnc(-c4ccc(Cl)cc4)o3)cc2[N+](=O)[O-])c(C)c1

HCID66966415

未命名化合物

PRODUCTS

生成物

结构：COC(=O)C(C)(C)Cc1cc(C)c(-c2cc3ccc(-c4nnc(-c5ccc(Cl)cc5)o4)cc3[nH]2)c(C)c1

HCID66966791

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID31215

Triethyl phosphite

C6H15O3P

PROCEDURE

实验过程

Slurry 3-[4-((E)-2-{4-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-nitro-phenyl}-vinyl)-3,5-dimethyl-phenyl]-2,2-dimethyl-propionic acid methyl ester (245 mg, 0.449 mmol) in triethyl phosphite (6 mL) and heat to 160° C. for 2 h under N2. Concentrate the reaction under reduced pressure. Purify the concentrate by silica gel chromatography (5-35% EtOAc/HEP) to afford 3-(4-{6-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-1H-indol-2-yl}-3,5-dimethyl-phenyl)-2,2-dimethyl-propionic acid methyl ester as a yellow solid: (M+H)+ 514.3.

WORKUP

后处理

concentrationConcentrate
customthe reaction under reduced pressure
customPurify the
concentrationconcentrate by silica gel chromatography (5-35% EtOAc/HEP)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f45bb190684d4429b3cb4e144e008b4d
来源数据集: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07879850B2
来源说明: uspto-grants-2011_02

反应 SMILES

[CH3:1][O:2][C:3](=[O:39])[C:4]([CH3:38])([CH3:37])[CH2:5][C:6]1[CH:11]=[C:10]([CH3:12])[C:9](/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[O:22][C:23]([C:26]4[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=4)=[N:24][N:25]=3)=[CH:17][C:16]=2[N+:33]([O-])=O)=[C:8]([CH3:36])[CH:7]=1>P(OCC)(OCC)OCC>[CH3:1][O:2][C:3](=[O:39])[C:4]([CH3:38])([CH3:37])[CH2:5][C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([C:13]2[NH:33][C:16]3[C:15]([CH:14]=2)=[CH:20][CH:19]=[C:18]([C:21]2[O:22][C:23]([C:26]4[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=4)=[N:24][N:25]=2)[CH:17]=3)=[C:8]([CH3:36])[CH:7]=1