Potassium Carbonate → 6-(1-Chloroisoquinolin-4-yloxy)nicotinonitrile

HRID 2060855ノート

反応式

HRID 2060855 の反応式
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[CH:4][N:3]=1.Cl[C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][N:15]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][N:15]=2)=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 42818821-Chloro-4-hydroxyisoquinolineHCID 51520946-Chloro-3-pyridinecarbonitrile

生成物 1

HCID 594013876-(1-Chloroisoquinolin-4-yloxy)nicotinonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

To a solution of 1-chloro-4-hydroxyisoquinoline (1.0 g, 5.6 mmol) in DMF (16 mL), was added 6-chloronicotinonitrile (0.55 g, 4.0 mmol) and K2CO3 (1.65 g, 11.9 mmol). The reaction mixture was heated at 70° C. for 6.5 h. Solvent was removed in vacuo and residue partitioned between EtOAc (100 mL), THF (100 mL) and water (60 mL). The organic phase was washed with water (2×60 mL), 1M NaOH (2×40 mL), brine (40 mL) and dried (MgSO4). Solvent was removed in vacuo to give the title compound: RT=3.66 min; m/z (ES+)=282.0 [M+H]+.

後処理

  1. customSolvent was removed in vacuo and residue
  2. custompartitioned between EtOAc (100 mL), THF (100 mL) and water (60 mL)
  3. washThe organic phase was washed with water (2×60 mL), 1M NaOH (2×40 mL), brine (40 mL)
  4. dry with materialdried (MgSO4)
  5. customSolvent was removed in vacuo

出典と根拠

ORDレコード
ord-3c4ff8d0135045eaab7945089e091a7a
出典データセット
uspto-grants-2012_10
特許番号
US08278442B2

反応ノート

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