反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([OH:9])=O)=[C:3]([C:10]([OH:12])=O)[CH:2]=1.O.ON1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2N=N1.[C:24]1([CH2:30][CH2:31][CH2:32][CH2:33][NH2:34])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C([N:37]([CH2:40][CH3:41])CC)C.Cl.CN(C)[CH2:45][CH2:46]CN=C=NCC>CN(C=O)C>[C:18]1([CH2:45][CH2:46][CH2:41][CH2:40][NH:37][C:10]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][C:4]=2[C:7]([NH:34][CH2:33][CH2:32][CH2:31][CH2:30][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:9])=[O:12])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1参加物
反応物 5
生成物 1
試薬・触媒・溶媒 1
実験手順
3,4-Pyridinedicarboxylic acid (1 g; 6.0 mmol) is slurried in DMF (50 mL) at ambient temperature. To this reaction mixture is added sequentially 1-hydroxybenzotriazole hydrate (2.43 g; 18.0 mmol), 4-phenylbutylamine (2.08 mL; 13.2 mmol), triethylamine (1.67 mL; 12.0 mmol), and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (2.87 g; 15.0 mmol). The reaction mixture is stirred for 18 hours at ambient temperature. The batch is poured onto ethyl acetate (300 mL), then extracted sequentially with water (100 mL), 1N HCl (100 mL), saturated aqueous sodium bicarbonate (50 mL), and brine (50 mL). The organic phase is dried over MgSO4, filtered, and concentrated in vacuo affording the desired product (2.65 g) as a semi-solid. ESMS: MH+ 430.0.
後処理
- additionThe batch is poured onto ethyl acetate (300 mL)
- extractionextracted sequentially with water (100 mL), 1N HCl (100 mL), saturated aqueous sodium bicarbonate (50 mL), and brine (50 mL)
- dry with materialThe organic phase is dried over MgSO4
- filtrationfiltered
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-444ef3a4d4a34159ba514961f4fdf438
- 出典データセット
- uspto-grants-2009_01
- 特許番号
- US07476680B2
関連ノート
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