Réaction #417949

ord-a6c1865469b74fa182b2af8aaff5906c

Équation de réaction

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

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08877741B2uspto-grants-2014_11