Sodium Hydroxide → HCID 18983804, compound

HRID 1440465Notes

Reaction equation

HRID 1440465 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([C:10]([O:12]C)=[O:11])=[CH:8][CH:7]=[CH:6][N:5]2[CH:14]=1.[OH-].[Na+]>C(O)C.O>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=[CH:6][N:5]2[CH:14]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18983834HCID 18983834, compound

Product 1

HCID 18983804HCID 18983804, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Methyl 2-methylimidazo[1,2-a]pyridine-8-carboxylate (4 g, 21 m moles) was dissolved in a mixture of ethanol (45 ml) and water (20 ml), and sodium hydroxide (2.5 g, 63 m moles) was added thereto and refluxed under heating for 30 minutes. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. Water (40 ml) was added to the concentrate, and the mixture was adjusted to pH 4 with conc. hydrochloric acid. The precipitating crystals were collected by filtration to give the object compound (2.3 g, yield 64%).

Workup

  1. additionwas added
  2. temperaturerefluxed
  3. temperatureunder heating for 30 minutes
  4. concentrationconcentrated under reduced pressure
  5. additionWater (40 ml) was added to the concentrate
  6. filtrationThe precipitating crystals were collected by filtration

Sources & evidence

ORD record
ord-683c18ff793f4ac98dd6184f2b0d26bc
Source dataset
uspto-grants-1996_03
Patent number
US05498774

Reaction notes

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