Ammonia → HCID 68831571, compound

HRID 229054Notes

Reaction equation

HRID 229054 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[CH:11]=[N:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=2)=O)[O:5][C:6]=1[CH3:7].[NH3:18]>CO>[CH3:17][O:16][C:13]1[N:12]=[CH:11][C:10]([C:8]2[C:4]([OH:5])=[CH:3][C:2]([CH3:1])=[C:6]([CH3:7])[N:18]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 23078393HCID 23078393, compound

Product 1

HCID 68831571HCID 68831571, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
160 °C

Procedure

(4,5-Dimethylfuran-2-yl)-(6-methoxypyridin-3-yl)-methanone (650 mg), methanol (6 ml), and a 28% aqueous ammonia solution (6 ml) were placed in a sealed tube and was stirred at 160° C. overnight. The reaction solution was cooled to room temperature, the solvent was then removed by distillation under the reduced pressure, and the residue was purified by column chromatography using hexane-ethyl acetate to give 6′-methoxy-5,6-dimethyl-[2,3′]bipyridin-3-ol (109 mg, yield 86%).

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 column chromatography

Sources & evidence

ORD record
ord-e55e51dd880842f88419bc6cfb471c94
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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