Ethyl 5-bromo-6-hydroxy-2-(trifluoromethyl)nicotinate → 5-Bromo-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylic acid

HRID 2421014Notes

Reaction equation

HRID 2421014 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[NH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[C:4]([C:13]([O:15]CC)=[O:14])[CH:3]=1>Cl>[Br:1][C:2]1[C:7](=[O:8])[NH:6][C:5]([C:9]([F:11])([F:12])[F:10])=[C:4]([C:13]([OH:15])=[O:14])[CH:3]=1

Participants

3

Reactant 1

HCID 57900861Ethyl 5-bromo-6-hydroxy-2-(trifluoromethyl)nicotinate

Product 1

HCID 672150065-Bromo-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylic acidYield 92.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Ethyl 5-bromo-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylate (0.25 g) was suspended in 30% aqueous hydrochloric acid and heated at reflux for 4 days. Cooling and filtration gave the subtitle compound (0.210 g).

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 days
  3. temperatureCooling
  4. filtrationfiltration

Sources & evidence

ORD record
ord-feadf6a1f8eb47b48386ad96c88d6657
Source dataset
uspto-grants-2011_06
Patent number
US07956070B2

Reaction notes

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