反応式
[CH3:1][O:2][C:3]1[C:4]([NH2:15])=[CH:5][C:6]([CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:7][CH:8]=1.[I:16]([O-])(=O)=O.[K+].[OH-].[Na+]>S(=O)(=O)(O)O>[I:16][C:5]1[C:6]([CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=1[NH2:15]参加物
5
実験手順
To a stirred solution of 590 mg (2.66 mmol) 5-methoxy-2-(tetrahydro-pyran-4-yl)-pyridin-4-ylamine in 3 ml 65% aqueous sulfuric acid heated to 100° C. was added 728 mg (3.40 mmol) potassium iodate and stirring continued for 2 h at 100° C. The mixture was then cooled in an ice-bath before being made basic by addition of 5 N aqueous sodium hydroxide solution. The mixture was extracted three times with tetrahydrofuran and the combined organic phases were dried over sodium sulfate and concentrated in vacuo. Flash chromatography (ethyl acetate/hexane/triethylamine) afforded 516 mg (58%) 3-iodo-5-methoxy-2-(tetrahydro-pyran-4-yl)-pyridin-4-ylamine as a yellow crystalline solid. ES-MS m/e (%): 335 (M+H+, 100).
後処理
- temperatureThe mixture was then cooled in an ice-bath
- extractionThe mixture was extracted three times with tetrahydrofuran
- dry with materialthe combined organic phases were dried over sodium sulfate
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-9ccc95f106f845eb98b9aaec51680887
- 出典データセット
- uspto-grants-2007_09
- 特許番号
- US07273865B2
関連ノート
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