1H-1,2,4-Triazole → 2-Chloro-6-(1H-1,2,4-triazol-1-yl)pyrazine

HRID 2067185ノート

反応式

HRID 2067185 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].[Cl:8][C:9]1[CH:14]=[N:13][CH:12]=[C:11](Cl)[N:10]=1>CN(C=O)C.CCOC(C)=O.O>[Cl:8][C:9]1[CH:14]=[N:13][CH:12]=[C:11]([N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)[N:10]=1

参加物

7

反応物 3

HCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 785042,6-Dichloropyrazine

生成物 1

HCID 432604282-Chloro-6-(1H-1,2,4-triazol-1-yl)pyrazine

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 1,2,4-triazole (276 mg, 4.0 mmol, 2.0 eq) in 1.5 mL of DMF was added carefully sodium hydride (60 wt. %. in mineral oil, 120 mg, 3.0 mmol, 3.0 eq) (caution: intensive gas development). The reaction mixture was stirred at room temperature for 45 min. 2,6-Dichloropyrazine (298 mg, 2.0 mmol, 1.0 eq) in 0.5 mL of DMF was added and the reaction mixture was heated at 95° C. for 60 min. The mixture was allowed to cool to room temperature and diluted with EtOAc (15 mL) and water (15 mL). The separated organic layer was concentrated under reduced pressure to afford crude material containing the title compound. The crude material was suspended in NMP (2 mL) and directly used in coupling reactions with phenols. ES/MS m/z 182.0, (MH+), Rt=1.68 min.

後処理

  1. temperaturethe reaction mixture was heated at 95° C. for 60 min
  2. temperatureto cool to room temperature
  3. concentrationThe separated organic layer was concentrated under reduced pressure
  4. customto afford crude material

出典と根拠

ORDレコード
ord-a973dccbbbd54e79b1737eb017c11f36
出典データセット
uspto-grants-2012_10
特許番号
US08293769B2

反応ノート

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