Water → HCID 46311464, compound

HRID 570828Notes

Reaction equation

HRID 570828 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([F:11])=[CH:9][N:10]=1)[C:5]([OH:7])=[O:6].C(=O)([O-])[O-].[K+].[K+].I[CH2:19][CH3:20].O>CN(C)C=O>[CH2:19]([O:6][C:5](=[O:7])[C:4]1[C:8]([F:11])=[CH:9][N:10]=[C:2]([Br:1])[CH:3]=1)[CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 467392772-Bromo-5-fluoroisonicotinic acid

Product 1

HCID 46311464HCID 46311464, compoundYield 49.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-bromo-5-fluoroisonicotinic acid (5.2 g) in N,N-dimethylformamide (100 mL) were added potassium carbonate (9.8 g) and iodoethane (7.4 g) at room temperature, and this mixture was stirred at same temperature for 24 hours. This reaction mixture was poured into water, and this mixture was extracted with ethyl acetate. This organic layer was washed with water and brine, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (2.9 g).

Workup

  1. extractionthis mixture was extracted with ethyl acetate
  2. washThis organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-0f97d53412094eccb9a1ed1af8ac43e9
Source dataset
uspto-grants-2015_05
Patent number
US09023882B2

Reaction notes

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