Water → 2,3,4,5-tetrahydro-5-methyl-2-[(4-methyloxazol-5-yl)methyl]-1H-pyrido[4,3-b]indol-1-one
反応式
[H-].[Na+].[CH3:3][N:4]1[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:6]2[C:13](=[O:17])[NH:14][CH2:15][CH2:16][C:5]1=2.Cl[CH2:19][C:20]1[O:24][CH:23]=[N:22][C:21]=1[CH3:25].O>COCCOC>[CH3:3][N:4]1[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:6]2[C:13](=[O:17])[N:14]([CH2:19][C:20]3[O:24][CH:23]=[N:22][C:21]=3[CH3:25])[CH2:15][CH2:16][C:5]1=2参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
Sodium hydride (60% dispersion in oil; 600 mg) was added to a stirred suspension of 2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one (1.5 g) in dry DME (150 ml) and then the mixture was stirred at 60° for 5 h under nitrogen. 5-Chloromethyl-4-methyloxazole (1.2 g) was added and the mixture was stirred overnight. A further quantity of sodium hydride (60% dispersion in oil; 600 mg) was added and the mixture was stirred at 60° for 4 h, then cautiously treated with water (100 ml). The mixture was extracted with dichloromethane containing methanol (ca. 1%) (3×100 ml) and the combined extracts were evaporated. The residue was purified by FCC eluting with System A (100:8:1) to give the title compound (300 mg) as a solid, t.l.c. (System A, 100:8:1) Rf 0.4.
後処理
- stirringthe mixture was stirred overnight
- stirringthe mixture was stirred at 60° for 4 h
- extractionThe mixture was extracted with dichloromethane
- additioncontaining methanol (ca. 1%) (3×100 ml)
- customthe combined extracts were evaporated
- customThe residue was purified by FCC
- washeluting with System A (100:8:1)
出典と根拠
- ORDレコード
- ord-78ab3621225e4826aede54a4a4ab6b59
- 出典データセット
- uspto-grants-1994_11
- 特許番号
- US05360800
反応ノート
読み込み中…