Ammonia → HCID 68830865, compound

HRID 229061Notes

Reaction equation

HRID 229061 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:15]=2[CH3:16])=O)[O:5][C:6]=1[CH3:7].[NH3:17]>CO>[CH3:1][C:2]1[CH:3]=[C:4]([OH:5])[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:15]=2[CH3:16])=[N:17][C:6]=1[CH3:7]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 23078281HCID 23078281, compound

Product 1

HCID 68830865HCID 68830865, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
160 °C

Procedure

(4,5-Dimethylfuran-2-yl)-(4-methylpyridin-3-yl)-methanone (150 mg), methanol (2 ml), and a 28% aqueous ammonia solution (2 ml) were placed in a sealed tube and was stirred at 160° C. overnight. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using hexane-acetone to give 5,6,4′-trimethyl-[2,3′]bipyridin-3-ol (30 mg, yield 20%).

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. customthe solvent was then removed by distillation under the reduced pressure
  3. customthe residue was purified by thin layer chromatography

Sources & evidence

ORD record
ord-a08ad128d3c64849b0e3f70278819dae
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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