反応式
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.[CH3:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C([O:30][CH:31](C)C)(C)C.[O:34]1CCC[CH2:35]1>O>[CH3:35][O:34][C:23]1[CH:22]=[CH:21][C:26]([C:31](=[O:30])[CH2:15][C:13]2[CH:12]=[CH:11][N:10]=[C:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH:14]=2)=[CH:25][CH:24]=1参加物
反応条件
- 温度
- -78 °C
実験手順
A solution of 2-tert-butoxycarbonylamino-4-methylpyridine (20 g, 97 mmol) in anhydrous tetrahydrofuran (300 mL) was cooled to −78° C. and a solution of 1.6 M n-butyllithium in hexane (140 mL, 0.22 mol) was added dropwise with stirring. After complete addition, the mixture was stirred at room temperature for 30 minutes. And then, the mixture was cooled to −78° C. A solution of N-(4-methoxybenzoyl)propyleneimine in anhydrous tetrahydrofuran (50 mL) was added dropwise to the mixture. After complete addition, the mixture was stirred at room temperature for 2 hours. Water (100 mL) and diisopropyl ether (300 mL) were added to the reaction mixture and the resulting crude crystals were collected by filtration. The crude crystals were recrystallized from tetrahydrofuran-hexane to obtain 23 g of the title compound (67 mmol, yield 69%).
後処理
- additionAfter complete addition
- stirringthe mixture was stirred at room temperature for 30 minutes
- additionAfter complete addition
- stirringthe mixture was stirred at room temperature for 2 hours
- filtrationthe resulting crude crystals were collected by filtration
- customThe crude crystals were recrystallized from tetrahydrofuran-hexane
出典と根拠
- ORDレコード
- ord-b48b84cf9965492cb367662e8a36f82e
- 出典データセット
- uspto-grants-2007_10
- 特許番号
- US07276527B2
関連ノート
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