Reaction #417951

ord-d3bb5a70bdb5457c842e9a532a2da1e4

Reaction equation

Oc1cc(Br)c(F)cn1
4-bromo-5-fluoro-pyridin-2-ol
CCI
ethyliodide
CCOc1cc(Br)c(F)cn1
4-Bromo-2-ethoxy-5-fluoro-pyridine

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe reaction is quenched by the addition of water
  2. 2
    workup.ADDITIONDCM is added
  3. 3
    Filtrationthe resulting mixture is filtered
  4. 4
    Dryingdried over MgSO4
  5. 5
    Filtrationfiltered again
  6. 6
    Otherthe solvent is removed in vacuo

Procedure

0.20 g (1.04 mmol) 4-bromo-5-fluoro-pyridin-2-ol, 0.83 mL (10.4 mmol) ethyliodide and 0.43 g (1.56 mmol) Ag2CO3 are added to 5 mL DCM and stirred at r.t. over night. The reaction is quenched by the addition of water. DCM is added, the resulting mixture is filtered and the organic layer is separted, dried over MgSO4, filtered again and the solvent is removed in vacuo.

Source

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