Pyrazole → 6-(1H-pyrazol-1-yl)pyridine-2-carbonitrile

HRID 499455ノート

反応式

HRID 499455 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][CH:3]=1.[NH:10]1[CH:14]=[CH:13][CH:12]=[N:11]1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C=O)C.O>[N:10]1([C:2]2[N:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][CH:3]=2)[CH:14]=[CH:13][CH:12]=[N:11]1

参加物

7

反応物 4

HCID 1048PyrazoleHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 1184246-Chloropyridine-2-carbonitrile

生成物 1

HCID 229395546-(1H-pyrazol-1-yl)pyridine-2-carbonitrile収率 80%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

6-Chloro-2-pyridinecarbonitrile (1.0 g, 7.2 mmol) and pyrazole (2.4 g, 35.9 mmol) were dissolved in DMF (10 ml), and potassium carbonate (3.0 g, 21.7 mmol) was added thereto. The mixture was stirred at 100° C. for 18 hrs. The reaction mixture was combined with ethyl acetate and water, the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was subjected to a silica gel column chromatography. The fractions eluted with hexane-ethyl acetate (3:1, v/v) were collected, concentrated and recrystallized from hexane-ethyl acetate to give the titled compound (0.98 g, 80%).

後処理

  1. washthe organic layer was washed with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. washThe fractions eluted with hexane-ethyl acetate (3:1
  5. customv/v) were collected
  6. concentrationconcentrated
  7. customrecrystallized from hexane-ethyl acetate

出典と根拠

ORDレコード
ord-db7dc845876344ff8a56bb28fefe3182
出典データセット
uspto-grants-2010_08
特許番号
US07767665B2

反応ノート

読み込み中…