反応式
[Si]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([CH2:21][NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:11][CH:10]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[N:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[NH:22][CH2:21][C:15]1([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1参加物
実験手順
N-{[4-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)tetrahydro-2H-pyran-4-yl]methyl}pyridin-2-amine (2.099 g, 5.27 mmol) and tetrabutylammonium fluoride (1M solution in THF, 5.80 ml, 5.80 mmol) were stirred in THF (20 ml) at room temperature for 24 hours until complete. THF was removed in vacuo and the residue partitioned between dichloromethane (75 ml) and sodium bicarbonate (50 ml). The organic layer was washed further with sodium bicarbonate (2×50 ml), then separated and dried over sodium sulphate, filtered and concentrated in vacuo. The crude product was purified by column chromatography on Biotage® silica gel eluting with dichloromethane:methanol:ammonia (100:0:0 to 90:10:1 by volume) to give the title compound (862 mg, 58%) as a solid. LRMS APCI+ m/z 285 [MH]+.
後処理
- customTHF was removed in vacuo
- customthe residue partitioned between dichloromethane (75 ml) and sodium bicarbonate (50 ml)
- washThe organic layer was washed further with sodium bicarbonate (2×50 ml)
- customseparated
- dry with materialdried over sodium sulphate
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe crude product was purified by column chromatography on Biotage® silica gel eluting with dichloromethane:methanol:ammonia (100:0:0 to 90:10:1 by volume)
出典と根拠
- ORDレコード
- ord-f99e569dffcb4be198e9e045727d6d8f
- 出典データセット
- uspto-grants-2008_11
- 特許番号
- US07456164B2
関連ノート
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