反应详情

To the above 7-cycloheptyl-6-(2,6-difluoro-4-{3-[(4-methoxybenzyl)oxy]propoxy}phenyl)[1,2,4]triazolo[1,5-a]pyrimidin-5-ol (820 mg) is added 5 mL of phosphorous oxychloride and 2 mL of N,N-diethylaniline, and the mixture is heated at reflux for 1 h. The excess phosphorous oxychloride is removed in vaccuo, and the resulting residue is partitioned between methylene chloride and 1 N hydrochloric acid. The organic layer is washed with saturated sodium chloride, dried over magnesium sulfate, and concentrated to a residue. The residue is chromatographed over silica gel, eluting with a gradient of hexanes to 20% ethyl acetate in hexanes. Concentration provides 5-chloro-7-cycloheptyl-6-(2,6-difluoro-4-{3-[(4-methoxybenzyl)oxy]propoxy}phenyl)[1,2,4]triazolo[1,5-a]pyrimidine as a yellow oil (180 mg). MS: m/z 557.2 (M+H).

1. temperaturethe mixture is heated
2. temperatureat reflux for 1 h
3. customThe excess phosphorous oxychloride is removed in vaccuo
4. customthe resulting residue is partitioned between methylene chloride and 1 N hydrochloric acid
5. washThe organic layer is washed with saturated sodium chloride
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated to a residue
8. customThe residue is chromatographed over silica gel
9. washeluting with a gradient of hexanes to 20% ethyl acetate in hexanes
10. concentrationConcentration