反应 #1269892

ord-2083eb28b60344989bc64bcee0584b63

反应方程式

O=C(OO)c1cccc(Cl)c1
3-Chloroperbenzoic acid
Cc1cc(-c2ccccc2)c(COc2ccc3c(c2)CN(CCOC(F)(F)F)C3=O)c(C)n1
5-((2,6-dimethyl-4-phenylpyridin-3-yl)methoxy)-2-(2-(trifluoromethoxy)-ethyl)isoindolin-1-one
Cc1cc(-c2ccccc2)c(COc2ccc3c(c2)CN(CCOC(F)(F)F)C3=O)c(C)[n+]1[O-]
2,6-dimethyl-3-((1-oxo-2-(2-(trifluoromethoxy)ethyl)-isoindolin-5-yloxy)methyl)-4-phenylpyridine 1-oxide
收率 65.8%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONwas added
  2. 2
    萃取Extraction with DCM
  3. 3
    洗涤washing of the combined organic layers with water
  4. 4
    干燥drying over MgSO4
  5. 5
    其他followed by purification by HPLC

实验过程

3-Chloroperbenzoic acid (19.3 mg, 0.112 mmol) was added to a solution of 5-((2,6-dimethyl-4-phenylpyridin-3-yl)methoxy)-2-(2-(trifluoromethoxy)-ethyl)isoindolin-1-one (40 mg, 0.074 mmol, 85% pure) in DCM. After stiffing overnight the reaction mixture was diluted with DCM, sat. aqueous NaHCO3 solution was added. Extraction with DCM, washing of the combined organic layers with water, drying over MgSO4 followed by purification by HPLC provided 2,6-dimethyl-3-((1-oxo-2-(2-(trifluoromethoxy)ethyl)-isoindolin-5-yloxy)methyl)-4-phenylpyridine 1-oxide (23 mg, 64%). ESI-MS [M+H]+=473.1.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08664214B2uspto-grants-2014_03