反应 #2320174

ord-9b33cbe0ab01455b9fac4e3afc808723

反应方程式

COc1ccc2ncc(F)c(Br)c2n1
8-bromo-7-fluoro-2-(methyloxy)-1,5-naphthyridine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COCCOC
DME
C=Cc1c(F)cnc2ccc(OC)nc12
solid
收率 90.0%
C=Cc1c(F)cnc2ccc(OC)nc12
8-ethenyl-7-fluoro-2-(methyloxy)-1,5-naphthyridine
收率 90.0%

溶剂

反应条件

温度
85°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the reaction contents
  2. 2
    浓缩were concentrated
  3. 3
    其他the product purified by chromatography (silica, 25% EtOAc in hexane)

实验过程

To a solution of 8-bromo-7-fluoro-2-(methyloxy)-1,5-naphthyridine (2.0 g, 7.81 mmol), potassium carbonate (1.08 g, 7.81 mmol), tetrakis-triphenylphosphine (90 mg, 0.08 mmol) in DME (60 mL) and H2O (20 mL) was added 2,4,6-trivinylcycloborane-pyridine complex (0.94 g, 3.91 mmol). After stirring for 10 h at 85° C. the reaction contents were concentrated and the product purified by chromatography (silica, 25% EtOAc in hexane) to give a low melting solid (1.43 g, 90%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07709472B2uspto-grants-2010_05