2-Amino-3-chloropyrazine → HCID 86670917、化合物

HRID 1186491ノート

反応式

HRID 1186491 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH:8](Br)[CH:9](OC)OC)[N:3]=1.[Cl:15][C:16]1[C:17]([NH2:22])=[N:18][CH:19]=[CH:20][N:21]=1.CC1C=CC(S(O)(=O)=O)=CC=1.O>CC#N.O>[Br:1][C:2]1[N:3]=[C:4]([C:8]2[N:18]3[CH:19]=[CH:20][N:21]=[C:16]([Cl:15])[C:17]3=[N:22][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 2762242-Amino-3-chloropyrazineHCID 521998p-Toluenesulfonic acid monohydrateHCID 866709182-Bromo-6-(1-bromo-2,2-dimethoxy-ethyl)-pyridine

生成物 1

HCID 86670917HCID 86670917、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

A mixture of 2-bromo-6-(1-bromo-2,2-dimethoxy-ethyl)-pyridine (from Example 37 supra) (5.267 g, 16.2 mmol), 3-chloropyrazin-2-amine (2.1 g, 16.2 mmol), and pTsOH.H2O (2.1 g, 11 mmol) in CH3CN (900 mL) and water (90 mL) was stirred and heated at reflux overnight. The reaction mixture was then cooled to room temperature, concentrated under reduced pressure. The crude product was purified by chromatography (CH2Cl2:CH3OH, 100:1) to give 3-(6-bromo-pyridin-2-yl)-8-chloro-imidazo[1,2-a]pyrazine. (Yield 4.86 g, 52%). LC-MS: [M+H]+ 309.

後処理

  1. temperatureheated
  2. temperatureat reflux overnight
  3. concentrationconcentrated under reduced pressure
  4. customThe crude product was purified by chromatography (CH2Cl2:CH3OH, 100:1)

出典と根拠

ORDレコード
ord-3de223f2cfda423bb3228e612169f1f8
出典データセット
uspto-grants-2014_03
特許番号
US08673905B2

反応ノート

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