HRID521615

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID980

4-Nitrophenol

C6H5NO3

HCID6850729

Magnesium oxide

MgO

结构：COc1cccc(C(=O)Nc2ccc(OCCNC(=O)OC(Cl)(Cl)Cl)c(-c3ccnn3C)c2)c1

HCID67265469

未命名化合物

PRODUCTS

生成物

结构：COc1cccc(C(=O)Nc2ccc(OCCNC(=O)Oc3ccc([N+](=O)[O-])cc3)c(-c3ccnn3C)c2)c1

HCID57814655

未命名化合物

收率 39.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度: 22 °C

PROCEDURE

实验过程

Trichloromethyl 2-(4-(3-methoxybenzamido)-2-(1-methyl-1H-pyrazol-5-yl)phenoxy)ethylcarbamate (50.0 g, 94.74 mmol), 4-nitrophenol (14.50 g, 1.1 eq) and magnesium oxide (1.067 mL, 1.0 eq) were taken up in 2 mL of ethyl acetate in a round bottomed flask and stirred at 22° C. for 3 hr. The magnesium oxide was filtered off. The solvent was then evaporated and it was purified by HPLC. The proper fractions were collected and lyophilized to afford the title compound as a white solid in 39.1% yield. LCMS m/z (%)=532 (M+H, 100).

WORKUP

后处理

filtrationThe magnesium oxide was filtered off
customThe solvent was then evaporated
customit was purified by HPLC
customThe proper fractions were collected

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-34f067070ed240aa98819bfc0fbd0c9a
来源数据集: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09328107B2
来源说明: uspto-grants-2016_05

反应 SMILES

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