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

HRID 272045노트

반응식

HRID 272045 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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+].

후처리

  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

출처 및 근거

ORD 기록
ord-2c9cf5c3070e40b8ae11aee2c6b6f06b
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452993B2

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