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

HRID 40572Notes

Reaction equation

HRID 40572 reaction equation
[CH2:1](I)[CH3:2].[Br:4][C:5]1[C:10]([F:11])=[CH:9][N:8]=[C:7]([OH:12])[CH:6]=1>C(Cl)Cl>[Br:4][C:5]1[C:10]([F:11])=[CH:9][N:8]=[C:7]([O:12][CH2:1][CH3:2])[CH:6]=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

2.08 mL (26.0 mmol) Ethyliodide and 1.08 g (3.91 mmol) Ag2CO3 are added to a mixture of 500 mg (2.160 mmol) 4-bromo-5-fluoro-pyridin-2-ol in 10 mL DCM. The mixture is stirred at r.t. over night. Then the reaction mixture is quenched by the addition of water and DCM. After filtration the org. layer is separated, dried with Na2SO4 and the solvent is removed in vacuo.

Workup

  1. customThen the reaction mixture is quenched by the addition of water and DCM
  2. filtrationAfter filtration the org
  3. customlayer is separated
  4. dry with materialdried with Na2SO4
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-942257ff65594467a9a07b2557546a2d
Source dataset
uspto-grants-2013_09
Patent number
US08530460B2

Reaction notes

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