Dimethylformamide → HCID 18971342、化合物
反応式
Cl[C:2]1[CH:29]=[CH:28][C:5]2[O:6][C:7]3[CH:27]=[CH:26][CH:25]=[CH:24][C:8]=3[C:9]([N:11]3[CH2:16][CH2:15][N:14]([CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH2:13][CH2:12]3)=[N:10][C:4]=2[CH:3]=1.[H-].[Na+].[CH3:32][N:33](C=O)C>>[C:32]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][N:14]1[CH2:13][CH2:12][N:11]([C:9]2[C:8]3[CH:24]=[CH:25][CH:26]=[CH:27][C:7]=3[O:6][C:5]3[CH:28]=[CH:29][CH:2]=[CH:3][C:4]=3[N:10]=2)[CH2:16][CH2:15]1)#[N:33]参加物
反応条件
- 温度
- 0 °C
実験手順
To a stirred solution of 11-(1-piperazinyl)dibenz[b,f][1,4]oxazepine (2.79 g, 10.0 mmol) (prepared from 10,11-dihydrodebenz[b,f][1,4]oxazepine-11-one, Aldrich and piperazine, as in example 1) in DMF (25 mL) was added sodium hydride (0.56 g, 60% in oil, 14 mmol) at 0° C. under argon. The mixture was stirred at 0° C. for 10 minutes at room temperature for 20 minutes, and then treated with β-bromo-ο-tolunitrile (2.35 g, 12.0 mmol, Aldrich). The resulting mixture was stirred at room temperature overnight and quenched with saturated ammonium chloride solution (25 mL). The mixture was separated and extracted with ethyl acetate (3×50 mL). The combined organic phase was dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo to dryness and the residue was subjected to column chromatography using ethyl acetate:hexane (1:2) as the eluent. The title compound was obtained as a white solid (2.34 g, 59%), m.p. 136°-138° C.; MS 395 (M+ +1).
後処理
- stirringThe resulting mixture was stirred at room temperature overnight
- customquenched with saturated ammonium chloride solution (25 mL)
- customThe mixture was separated
- extractionextracted with ethyl acetate (3×50 mL)
- dry with materialThe combined organic phase was dried over magnesium sulfate
- filtrationfiltered
- concentrationThe filtrate was concentrated in vacuo to dryness
出典と根拠
- ORDレコード
- ord-84c079150d374caeb084e5422e57e433
- 出典データセット
- uspto-grants-1998_09
- 特許番号
- US05814628
反応ノート
読み込み中…