Reaktion #417949

ord-a6c1865469b74fa182b2af8aaff5906c

Reaktionsgleichung

Fc1ccc(Br)cn1
5-bromo-2-fluoropyridine
OCC1CC1
cyclopropane methanol
[H-].[Na+]
NaH
Brc1ccc(OCC2CC2)nc1
5-Bromo-2-cyclopropylmethoxy-pyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthe mixture is stirred at r.t. over night
  2. 2
    SonstigeThe reaction is quenched by the addition of water
  3. 3
    Extraktionextracted with EtOAc
  4. 4
    Trocknendried over MgSO4
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigethe solvent is removed in vacuo
  7. 7
    SonstigeThe crude product is purified by HPLC (MeOH/H2O/FA)

Vorschrift

0.49 g (6.82 mmol) cyclopropane methanol in 10 mL THF are charged with 0.42 g (11.4 mmol) NaH and the reaction mixture is stirred at r.t. for 20 min. Then 1.00 g (5.68 mmol) 5-bromo-2-fluoropyridine are added and the mixture is stirred at r.t. over night. The reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (MeOH/H2O/FA).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08877741B2uspto-grants-2014_11