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].[CH3:16][CH2:17][CH2:18]CCC.[CH2:22]([Li])[CH2:23][CH2:24][CH3:25].[OH2:27].C([O:31][CH:32](C)C)(C)C>O1CCCC1>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[C:13]([CH2:15][C:22]([C:23]2[CH:16]=[CH:17][C:18]([O:31][CH3:32])=[CH:25][CH:24]=2)=[O:27])[CH:12]=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]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 to this was added dropwise a 1.6 M n-butyllithium hexane solution (140 mL, 0.23 mol) with stirring. After completion of the addition, the solution was stirred for 30 minutes at 0° C., then, the solution was cooled to −78° C. A solution of N-(4-methoxybenzoyl)propyleneimine (25 g, 0.13 mol) in anhydrous tetrahydrofuran (50 mL) was added dropwise. After completion of the addition, the reaction mixture was stirred for 2 hours at room temperature. To the reaction mixture was added water (100 mL) and isopropyl ether (300 mL), and the resulted crude crystal was filtrated. This crude crystal was recrystallized from tetrahydrofuran-hexane to obtain a title compound (23 g, yield: 69%).
後処理
- additionAfter completion of the addition
- stirringthe solution was stirred for 30 minutes at 0° C.
- additionAfter completion of the addition
- stirringthe reaction mixture was stirred for 2 hours at room temperature
- customthe resulted crude crystal
- filtrationwas filtrated
- customThis crude crystal was recrystallized from tetrahydrofuran-hexane
出典と根拠
- ORDレコード
- ord-ed1d5cbfb8bd42cba4379ff97c1d26a6
- 出典データセット
- uspto-grants-2009_02
- 特許番号
- US07495018B2
関連ノート
読み込み中…