Acetylpyrazine → 2-Bromo-1-pyrazin-2-yl-ethanone

HRID 18207

反応式

HRID 18207 の反応式
[C:1]([C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1)(=[O:3])[CH3:2].[Br-:10].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>C(O)(=O)C>[Br:10][CH2:2][C:1]([C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1)=[O:3]

参加物

4

反応物 2

HCID 30914AcetylpyrazineHCID 21124087Pyridiniumtribromide

生成物 1

HCID 158231122-Bromo-1-pyrazin-2-yl-ethanone収率 38.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Acetylpyrazine (244 mg, 2.0 mmol) was suspended in glacial acetic acid (10 mL) and treated with pyridinium tribromide (640 mg, 2.0 mmol). The reaction mixture was stirred overnight. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography, eluting with 1:1 hexane/ethyl acetate, to provide 2-(2-bromoacetyl)pyrazine as a brown solid (154 mg, 38%). 1H NMR (200 MHz, DMSO-d6) δ 9.16 (d, J=1.5 Hz, 1H), 8.94 (d, J=2.4 Hz, 1H), 8.82 (dd, J=1.5, 2.4 Hz, 1H), 4.99 (s, 2H).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by silica gel chromatography
  3. washeluting with 1:1 hexane/ethyl acetate

出典と根拠

ORDレコード
ord-c3963ac38137413294f8e4004b35bbee
出典データセット
uspto-grants-2010_06
特許番号
US07741349B2

関連ノート

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