Phosphorus oxychloride → 4-Chloro-7-iodo-2-methylthiazolo[4,5-c]pyridine
反応式
[I:1][C:2]1[C:3]2[S:11][C:10]([CH3:12])=[N:9][C:4]=2[C:5](=O)[NH:6][CH:7]=1.O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:5]1[C:4]2[N:9]=[C:10]([CH3:12])[S:11][C:3]=2[C:2]([I:1])=[CH:7][N:6]=1参加物
3
実験手順
7-Iodo-2-methyl-5H-thiazolo[4,5-c]pyridin-4-one (880 mg, 3.01 mmol) was suspended in POCl3 (8.25 ml, 90.4 mmol) and refluxed for 4 hrs. The black reaction mixture was evaporated and poured as a dichloromethane solution in ice water. The aqueous layer was neutralized with solid NaHCO3 to pH 7 and extracted three times with dichloromethane. The combined organic extracts were dried with magnesium sulfate, filtered and evaporated. The crude product was purified by chromatography on silica gel (dichloromethane/methanol 100:0->95:5 gradient). The desired product was obtained as a light yellow solid (280 mg, 30%), MS: m/e=311.0 (M+H+).
後処理
- temperaturerefluxed for 4 hrs
- customThe black reaction mixture
- customwas evaporated
- additionpoured as a dichloromethane solution in ice water
- extractionextracted three times with dichloromethane
- dry with materialThe combined organic extracts were dried with magnesium sulfate
- filtrationfiltered
- customevaporated
- customThe crude product was purified by chromatography on silica gel (dichloromethane/methanol 100:0->95:5 gradient)
出典と根拠
- ORDレコード
- ord-b2045eb1d6a540f7a59604198367d3ce
- 出典データセット
- uspto-grants-2010_02
- 特許番号
- US07659401B2
反応ノート
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