Sodium Azide → 7-(Azidomethyl)-4-chloroquinoline-2-carbonitrile
反応式
Br[CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:15])=[CH:8][C:9]([C:13]#[N:14])=[N:10]2)=[CH:5][CH:4]=1.[N-:16]=[N+:17]=[N-:18].[Na+]>CCO>[N:16]([CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:15])=[CH:8][C:9]([C:13]#[N:14])=[N:10]2)=[CH:5][CH:4]=1)=[N+:17]=[N-:18]参加物
4
実験手順
A mixture of 7-(bromomethyl)-4-chloroquinoline-2-carbonitrile (8.46 g, 30 mmol), sodium azide (2.15 g, 33 mmol) in EtOH (300 mL) was heated under reflux for 1 h. The mixture was then cooled to room temperature and evaporated to dryness. The crude material was purified by flash chromatography (eluting solvent: 100% CH2Cl2 to 5% acetone in CH2Cl2) to yield the title compound. 1H NMR (400 MHz, acetone-d6): δ 8.40 (d, 1H), 8.20 (m, 2H), 7.97 (d, 1H), 4.85 (s, 2H).
後処理
- temperaturewas heated
- temperatureunder reflux for 1 h
- customevaporated to dryness
- customThe crude material was purified by flash chromatography (eluting solvent: 100% CH2Cl2 to 5% acetone in CH2Cl2)
出典と根拠
- ORDレコード
- ord-bd7ed27b5e89498fb1109e9c6fe19952
- 出典データセット
- uspto-grants-2011_06
- 特許番号
- US07960409B2
反応ノート
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