Dimethylformamide → 3-Chloroquinoline-7-carbonitrile

HRID 1465739ノート

反応式

HRID 1465739 の反応式
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([Cl:12])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.[C:13]([Cu])#[N:14].CN(C=O)C>C(Cl)Cl>[Cl:12][C:7]1[CH:8]=[N:9][C:10]2[C:5]([CH:6]=1)=[CH:4][CH:3]=[C:2]([C:13]#[N:14])[CH:11]=2

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 533932407-Bromo-3-chloroquinolineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 895252713-Chloroquinoline-7-carbonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
150 °C

実験手順

To a flask containing a stir bar was added 7-Bromo-3-chloroquinoline (1.0 g, 4.1 mmol), CuCN (0.55 g, 6.2 mmol), and DMF (25 mL). The mixture was then refluxed at 150° C. overnight. When the reaction was complete, as evidenced by LC analysis, the reaction flask was taken out of the oil bath and cooled to room temperature. To the reaction mixture was then poured DCM (20 mL) and a precipitate formed immediately, which was filtered off. The crude product was adsorbed onto silica gel and purified by silica gel column chromatography (Hexanes:DCM→1:1) to provide the title product.

後処理

  1. additionTo a flask containing a stir bar
  2. temperaturecooled to room temperature
  3. filtrationwhich was filtered off
  4. custompurified by silica gel column chromatography (Hexanes:DCM→1:1)

出典と根拠

ORDレコード
ord-4e4be921e4394c1eb71db861ed04959f
出典データセット
uspto-grants-2015_04
特許番号
US08999991B2

反応ノート

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