Iodoethane → 5-Bromo-1-ethylpyridin-2(1H)-one

HRID 1925168Notes

Reaction equation

HRID 1925168 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:8])=[N:6][CH:7]=1.[H-].[Na+].I[CH2:12][CH3:13]>CN(C=O)C.C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[N:6]([CH2:12][CH3:13])[CH:7]=1

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 178515818HCID 178515818, compound

Product 1

HCID 122105365-Bromo-1-ethylpyridin-2(1H)-one

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 5-bromopyridin-2-ol (1.74 g, 10.00 mmol) in DMF (20 ml) was treated with NaH at room temperature and then stirred for 30 min. Iodoethane (0.823 ml, 12.00 mmol) was added to the mixture and the reaction was stirred overnight at room temperature. The reaction was diluted with DCM, washed with water, dried over Na2SO4, and concentrated to dryness via rotary evaporation to provide the title compound as a crude product which was used without further purification.

Workup

  1. stirringthe reaction was stirred overnight at room temperature
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to dryness via rotary evaporation

Sources & evidence

ORD record
ord-374c327b193141cdbcd84d491e4af5fe
Source dataset
uspto-grants-2012_05
Patent number
US08178534B2

Reaction notes

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