Iodoethane → 4-Bromo-2-ethoxy-5-fluoropyridine

HRID 330769Notes

Reaction equation

HRID 330769 reaction equation
[Br:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([OH:9])[CH:3]=1.[CH2:10](I)[CH3:11]>C(Cl)Cl>[Br:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([O:9][CH2:10][CH3:11])[CH:3]=1

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 178515447HCID 178515447, compound

Product 1

HCID 671254624-Bromo-2-ethoxy-5-fluoropyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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.

Workup

  1. customThe reaction is quenched by the addition of water
  2. additionDCM is added
  3. filtrationthe resulting mixture is filtered
  4. dry with materialdried over MgSO4
  5. filtrationfiltered again
  6. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-d3bb5a70bdb5457c842e9a532a2da1e4
Source dataset
uspto-grants-2014_11
Patent number
US08877741B2

Reaction notes

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