تفاعل #417952

ord-84aa7a522d6045189b35bc87ee1144ae

معادلة التفاعل

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

ظروف التفاعل

درجة الحرارة
-17°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction is quenched by the addition
  2. 2
    استخلاصNaCl solution and extracted with EtOAc
  3. 3
    تجفيفThe organic layer is dried over MgSO4
  4. 4
    ترشيحfiltered
  5. 5
    أخرىthe solvent is removed in vacuo

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08877741B2uspto-grants-2014_11