Ammonia → 5,6-Dimethyl-2-pyrimidin-2-yl-pyridin-3-ol

HRID 228830Notes

Reaction equation

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

Participants

Conditions

Temperature: 160 °C

Procedure

(4,5-Dimethylfuran-2-yl)-(2-pyrimidyl)-methanone (220 mg), methanol (2 ml), and a 28% aqueous ammonia solution (2 ml) were placed in a sealed tube, and the mixture was stirred at 160° C. overnight. The reaction solution was cooled to room temperature, the solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using hexane-acetone to give 5,6-dimethyl-2-pyrimidin-2-yl-pyridin-3-ol (129 mg, yield 59%).

Workup

temperatureThe reaction solution was cooled to room temperature
customthe solvent was removed by distillation under the reduced pressure
customthe residue was purified by column chromatography

Sources & evidence

ORD record: ord-77049717cbd942798730e2f6272016df
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07560558B2

Reaction notes

Loading…