Hydrochloric Acid → [(4aR,6R,8aS)-2-amino-8a-(2-fluorophenyl)-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-6-yl]methanol
反応式
Cl.C([O:9][CH2:10][C@@H:11]1[O:20][CH2:19][C@@:18]2([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[C@H:13]([CH2:14][S:15][C:16]([NH2:28])=[N:17]2)[CH2:12]1)C1C=CC=CC=1.[OH-].[Na+]>>[NH2:28][C:16]1[S:15][CH2:14][C@H:13]2[C@:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])([CH2:19][O:20][C@@H:11]([CH2:10][OH:9])[CH2:12]2)[N:17]=1参加物
4
反応物 3
生成物 1
実験手順
Concentrated hydrochloric acid (25.2 ml) was added to (4aR,6R,8aS)-6-benzyloxymethyl-8a-(2-fluorophenyl)-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-2-ylamine (1.26 g), and the mixture was heated under reflux for two hours. After cooling the reaction solution to room temperature, the reaction mixture was poured into ice. The mixture was neutralized with 5 N sodium hydroxide, and the aqueous layer was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residual solid was washed with a mixed solvent of heptane and ether to obtain the title compound (890 mg).
後処理
- temperaturethe mixture was heated
- temperatureunder reflux for two hours
- additionthe reaction mixture was poured into ice
- extractionthe aqueous layer was extracted with dichloromethane
- dry with materialThe organic layer was dried over anhydrous magnesium sulfate
- customThe solvent was evaporated under reduced pressure
- washthe residual solid was washed with a mixed solvent of heptane and ether
出典と根拠
- ORDレコード
- ord-4925a051a39b402bb48213693ce947fc
- 出典データセット
- uspto-grants-2012_06
- 特許番号
- US08198269B2
反応ノート
読み込み中…