반응 #417952

ord-84aa7a522d6045189b35bc87ee1144ae

반응 방정식

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

반응 조건

온도
-17°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction is quenched by the addition
  2. 2
    추출NaCl solution and extracted with EtOAc
  3. 3
    건조The organic layer is dried over MgSO4
  4. 4
    여과filtered
  5. 5
    기타the solvent is removed in vacuo

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08877741B2uspto-grants-2014_11