Phosphorus oxychloride → 7-Chloro-6-iodothieno[3,2-b]pyridine
反応式
[I:1][C:2]1[C:3](O)=[C:4]2[S:10][CH:9]=[CH:8][C:5]2=[N:6][CH:7]=1.P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:3]1[C:2]([I:1])=[CH:7][N:6]=[C:5]2[CH:8]=[CH:9][S:10][C:4]=12参加物
3
反応条件
- 温度
- 120 °C
実験手順
A mixture of the crude 6-iodothieno[3,2-b]pyridin-7-ol (0.99 g, 3.6 mmol) in phosphoryl chloride (20 mL) was heated at 120° C. for 2 h. The reaction was cooled to room temperature, concentrated under reduced pressure. The residue was co-evaporated with toluene, then diluted with dichloromethane and neutralized carefully with sat. NaHCO3 solution. The black tar was filtered off and the filtrate was transferred to a separation funnel. The organic layer was concentrated and purified on silica gel (eluting with 0-35% EtOAc/hexanes) to give the desired product (44% in 2 steps). LCMS calculated for C7H4ClINS (M+H)+: m/z=295.9. Found: 295.8.
後処理
- temperatureThe reaction was cooled to room temperature
- concentrationconcentrated under reduced pressure
- additiondiluted with dichloromethane and neutralized carefully with sat. NaHCO3 solution
- filtrationThe black tar was filtered off
- customthe filtrate was transferred to a separation funnel
- concentrationThe organic layer was concentrated
- custompurified on silica gel (eluting with 0-35% EtOAc/hexanes)
出典と根拠
- ORDレコード
- ord-23e3db47c5dc45aaab387cd855a348cb
- 出典データセット
- uspto-grants-2015_11
- 特許番号
- US09181271B2
反応ノート
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