反应 #417952

ord-84aa7a522d6045189b35bc87ee1144ae

反应方程式

CS(C)(=O)=O
dimethyl sulfone
C[Si](C)(C)[N-][Si](C)(C)C.[Na+]
sodium-bis-(trimethylsilyl)-amide
C1CCOC1
THF
Fc1cccc(Br)n1
2-bromo-6-fluoropyridine
CS(=O)(=O)C1(c2cccc(Br)n2)CC1
2-Bromo-6-(1-methanesulfonyl-cyclopropyl)-pyridine

反应条件

温度
-17°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction is quenched by the addition
  2. 2
    萃取NaCl solution and extracted with EtOAc
  3. 3
    干燥The organic layer is dried over MgSO4
  4. 4
    过滤filtered
  5. 5
    其他the solvent is removed in vacuo

实验过程

Under inert gas atmosphere 28.4 mL (56.8 mmol) of a sodium-bis-(trimethylsilyl)-amide solution in THF (c=2 mol/L) are chilled to −17° C. and dropwise charged with 2.00 g (11.3 mmol) 2-bromo-6-fluoropyridine. Afterwards 2.14 g (22.7 mmol) dimethyl sulfone are added and the reaction mixture is stirred at −17° C. for 1 h. The reaction is quenched by the addition of aq. sat.NaCl solution and extracted with EtOAc. The organic layer is dried over MgSO4, filtered and the solvent is removed in vacuo.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08877741B2uspto-grants-2014_11