反応式
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[N:10]1[CH2:15][CH2:14][CH2:13][C:12]2=[C:16]([NH2:20])[N:17]([CH3:19])[N:18]=[C:11]12.[CH:21](=O)[CH2:22][CH3:23].C(O[BH-](O[C:35](=O)[CH3:36])OC(=O)C)(=O)C.[Na+].Cl[CH:40](Cl)C>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[N:10]1[CH2:15][CH2:14][CH2:13][C:12]2=[C:16]([N:20]([CH2:40][CH2:35][CH3:36])[CH2:21][CH2:22][CH3:23])[N:17]([CH3:19])[N:18]=[C:11]12参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of 55 mg of 7-(2-chloro-4,6-dimethylphenyl)-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridin-3-ylamine in 3 mL of dichloroethane was added 29 μL of propionaldehyde followed a few minutes later by 124 mg of sodium triacetoxyborohydride. The reaction mixture was stirred at room temperature for 2 d, during which time an additional 30 μL of propionaldehyde and an additional 62 mg of sodium triacetoxyborohydride were added to drive the reaction to completion. The mixture was then diluted with dichloromethane and washed with dilute aqueous sodium hydroxide. The organics were dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel eluting with an acetone/hexane gradient to provide a solid which was recrystallized from hexane to give 17 mg of [7-(2-chloro-4,6-dimethylphenyl)-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridin-3-yl]dipropylamine, mp 90–91° C.
後処理
- customthe reaction to completion
- washwashed with dilute aqueous sodium hydroxide
- dry with materialThe organics were dried over magnesium sulfate
- concentrationconcentrated
- customThe residue was chromatographed on silica gel eluting with an acetone/hexane gradient
- customto provide a solid which
- customwas recrystallized from hexane
出典と根拠
- ORDレコード
- ord-866c82ac534a4e29819c25b53130ea7d
- 出典データセット
- uspto-grants-2006_05
- 特許番号
- US07053103B2
関連ノート
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