Phosphorus oxychloride → HCID 22648011、化合物
反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([S:15][CH3:16])[N:12]=[C:11](O)[C:10]=1[CH3:18].O=P(Cl)(Cl)[Cl:21]>>[Cl:21][C:11]1[C:10]([CH3:18])=[C:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])[N:14]=[C:13]([S:15][CH3:16])[N:12]=1参加物
3
実験手順
A solution of 5.9 g of 6-(2,4-difluorophenyl)-5-methyl-2-(methylthio)pyrimidin-4-ol in 25 mL of POCl3 was heated to reflux and stirred at this temperature for 5 h. All but ca. 5 mL of POCl3 was removed by vacuum distillation, and the residue was quenched by pouring into 200 mL of ice-water, neutralizing with Na2CO3 and extracting with 3×100 mL of EtOAc. The combined organics were washed with 100 mL of brine, dried, and concentrated. The residue was purified by flash chromatography on a Biotage 40M column, eluting with 95:5 hexanes-acetone to yield the title compound as a light yellow solid. Mass spectrum (ESI) 287 (M+1).
後処理
- temperatureto reflux
- customAll but ca. 5 mL of POCl3 was removed by vacuum distillation
- customthe residue was quenched
- additionby pouring into 200 mL of ice-water