Dimethylformamide → 3-Chloroisoquinoline-7-carbonitrile
反応式
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([Cl:12])[N:8]=[CH:9]2)=[CH:4][CH:3]=1.[Cu][C:14]#[N:15].CN(C=O)C>CCOC(C)=O>[Cl:12][C:7]1[N:8]=[CH:9][C:10]2[C:5]([CH:6]=1)=[CH:4][CH:3]=[C:2]([C:14]#[N:15])[CH:11]=2参加物
5
反応条件
- 温度
- 150 °C
実験手順
To a flask charged with 7-bromo-3-chloroisoquinoline (1.0 g, 4.1 mmol) and a stir bar was added copper(I) cyanide (550 mg, 6.2 mmol) and DMF (50 mL). The mixture was heated to 150° C. for 24 hours under an atmosphere of nitrogen. The reaction was diluted with EtOAc, washed with sat. NH4OAc and brine, dried over sodium sulfate, concentrated and purified by silica gel chromatography (Hexanes:DCM) and the solvent removed to afford the title compound. LC-MS (IE, m/z): 189 [M+1]+.
後処理
- washwashed with sat. NH4OAc and brine
- dry with materialdried over sodium sulfate
- concentrationconcentrated
- custompurified by silica gel chromatography (Hexanes:DCM)
- customthe solvent removed
出典と根拠
- ORDレコード
- ord-17efae57b70342efa32828aeef1cd4d0
- 出典データセット
- uspto-grants-2015_04
- 特許番号
- US08999991B2
反応ノート
読み込み中…