HRID379069

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

HCID21696959

未命名化合物

HCID21697043

未命名化合物

PRODUCTS

生成物

结构：CCN(C(=O)c1cccc(Oc2cc(C(C)(O)c3cncn3C)ccc2C#N)c1)c1ccccc1

HCID9825789

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度: 60 °C

PROCEDURE

实验过程

2-Fluoro-4-[1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-benzonitrile (0.054 g, 0.220 mmol), N-ethyl-3-hydroxy-N-phenyl-benzamide (0.053 g, 0.220 mmol) and Cs2CO3 (0.143 g, 0.440 mmol) were dissolved in anhydrous DMF (5 mL) and heated at 60° C. under Ar for 4 days. The reaction was diluted with EtOAc, washed with satd. NaHCO3 solution, water, and brine. The organic layer was dried (MgSO4), concentrated and purified using SiO2 chromatography (1-3% MeOH/CH2Cl2) to give the title compound. FAB MS (M+1)=467.

WORKUP

后处理

washwashed with satd
dry with materialThe organic layer was dried (MgSO4)
concentrationconcentrated
custompurified

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0c9349abab454dbf82aa759d3ea12309
来源数据集: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06297239B1
来源说明: uspto-grants-2001_10

反应 SMILES

F[C:2]1[CH:9]=[C:8]([C:10]([OH:18])([C:12]2[N:13]([CH3:17])[CH:14]=[N:15][CH:16]=2)[CH3:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH2:19]([N:21]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:22](=[O:30])[C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([OH:29])[CH:24]=1)[CH3:20].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.CCOC(C)=O>[C:4]([C:3]1[CH:6]=[CH:7][C:8]([C:10]([OH:18])([C:12]2[N:13]([CH3:17])[CH:14]=[N:15][CH:16]=2)[CH3:11])=[CH:9][C:2]=1[O:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][CH:26]=1)[C:22]([N:21]([CH2:19][CH3:20])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:30])#[N:5]