Potassium Hydroxide → HCID 9816790, compound

HRID 1392121Notes

Reaction equation

HRID 1392121 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]([C:11]2[N:15]3[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:14]3=[N:13][C:12]=2[CH3:21])=O)[CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[K+]>O1CCCC1>[CH3:21][C:12]1[N:13]=[C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][N:15]2[C:11]=1[CH2:9][NH:8][C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][N:5]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 21226445Aluminium lithium hydrideHCID 84292551HCID 84292551, compound

Product 1

HCID 9816790HCID 9816790, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

760 mg 2,7-dimethyl-imidazo[1,2-a]pyridine-3-carboxylic acid (4-methyl-pyridin-2-yl)-amide were added to a suspension of 160 mg lithium aluminium hydride in 12 ml tetrahydrofuran at room temperature. The mixture was then heated under reflux for 2.5 hours. After addition of an aqueous KOH solution, the resulting suspension was heated under reflux again for 15 minutes. After filtration, distillation of the solvent and purification by column chromatography, the product was obtained with a yield of 25%.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux for 2.5 hours
  3. temperaturethe resulting suspension was heated
  4. temperatureunder reflux again for 15 minutes
  5. filtrationAfter filtration, distillation of the solvent and purification by column chromatography
  6. customthe product was obtained with a yield of 25%

Sources & evidence

ORD record
ord-daa831fa00ca43d0af65f815198b8e6c
Source dataset
uspto-grants-2008_03
Patent number
US07342025B2

Reaction notes

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