Pyridine → N-(5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-yl)acetamide

HRID 272045ノート

反応式

HRID 272045 の反応式
[Br:1][C:2]1[N:3]=[C:4]([C:9]#[C:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[C:5]([NH2:8])=[N:6][CH:7]=1.N1C=CC=CC=1.[C:21](Cl)(=[O:23])[CH3:22]>C1COCC1>[Br:1][C:2]1[N:3]=[C:4]([C:9]#[C:10][Si:11]([CH3:13])([CH3:12])[CH3:14])[C:5]([NH:8][C:21](=[O:23])[CH3:22])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 533931895-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine

生成物 1

HCID 59836029N-(5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-yl)acetamide収率 19%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 5-Bromo-3-trimethylsilanylethynyl-pyrazin-2-ylamine (2.30 g, 8 mmol) in anhydrous THF (35 ml) and pyridine (1.62 ml, 20.0 mmol) was added acetyl chloride (682 μl, 9.6 mmol). The mixture was stirred at room temperature overnight, and then stirred at 60° C. for 5 hours. Solvents were removed in vacuum and the resulting brown residue was purified by silica gel chromatogrpahy with a gradient of ethyl acetate/hexane to afford the title compound (474 mg, 1.52 mmol) as light yellow as off white solid. MS: m/z 311.9/313.9 [MH+].

後処理

  1. stirringstirred at 60° C. for 5 hours
  2. customSolvents were removed in vacuum
  3. customthe resulting brown residue was purified by silica gel chromatogrpahy with a gradient of ethyl acetate/hexane

出典と根拠

ORDレコード
ord-2c9cf5c3070e40b8ae11aee2c6b6f06b
出典データセット
uspto-grants-2008_11
特許番号
US07452993B2

反応ノート

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