反应详情

The tert-butyl 4-hydroxyazepane-1-carboxylate (0.0504 g, 0.23 mmol) obtained in Example 322, (c) and triphenylphosphine (0.0723 g, 0.28 mmol) were added to a solution of the 4-(methylthio)-1H-indazol-5-ol (0.0377 g, 0.21 mmol) obtained in Example 607 in tetrahydrofuran (2 ml), and the resulting mixture was ice-cooled. A solution of diisopropyl azodicarboxylate (0.0557 g, 0.28 mmol) in tetrahydrofuran (1 ml) was added dropwise thereto, and the resulting mixture was slowly heated to room temperature and stirred overnight. The reaction solution was concentrated and then diluted with chloroform, and a 1N-aqueous sodium hydroxide solution was added thereto, followed by extraction with chloroform (twice). The extract solution was dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by a silica gel chromatography (hexane/ethyl acetate=3/1˜2/1˜3/2) to obtain tert-butyl 4-{[4-(methylthio)-1H-indazol-5-yl]oxy}azepane-1-carboxylate (0.0318 g, 40%).

1. temperaturecooled
2. concentrationThe reaction solution was concentrated
3. additiondiluted with chloroform
4. additiona 1N-aqueous sodium hydroxide solution was added
5. extractionfollowed by extraction with chloroform (twice)
6. dry with materialThe extract solution was dried over anhydrous magnesium sulfate
7. distillationThe solvent was distilled off
8. customthe residue was purified by a silica gel chromatography (hexane/ethyl acetate=3/1˜2/1˜3/2)