Hydrochloric Acid → HCID 117988323, compound

HRID 2206077Notes

Reaction equation

HRID 2206077 reaction equation
[CH3:1][O-:2].[Na+].Br[C:5]1[C:6]([I:14])=[C:7]([CH:11]=[CH:12][N:13]=1)[C:8]([OH:10])=[O:9].Cl>CO>[I:14][C:6]1[C:5]([O:2][CH3:1])=[N:13][CH:12]=[CH:11][C:7]=1[C:8]([OH:10])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 177501992-Bromo-3-iodopyridine-4-carboxylic acid

Product 1

HCID 117988323HCID 117988323, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a 28% methanol solution (5 g) of sodium methoxide was added 2-bromo-3-iodoisonicotinic acid (880 mg), and the mixture was stirred at 80° C. for 2 hr. To the reaction mixture was added 1N hydrochloric acid under ice-cooling, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (780 mg).

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a2437ef16a8a428ab41677e88d39729a
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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