N-bromobutanimide → N-(3-Bromo-6-fluoro-imidazo[1,2-a]pyridin-2-yl)-2,2,2-trifluoro-acetamide

HRID 556311노트

반응식

HRID 556311 반응식
[Br:1]N1C(=O)CCC1=O.[F:9][C:10]([F:25])([F:24])[C:11]([NH:13][C:14]1[N:15]=[C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][N:17]2[CH:23]=1)=[O:12]>C(#N)C>[Br:1][C:23]1[N:17]2[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:16]2=[N:15][C:14]=1[NH:13][C:11](=[O:12])[C:10]([F:24])([F:9])[F:25]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 251966492,2,2-Trifluoro-N-(6-fluoroimidazo[1,2-a]pyridin-2-yl)acetamide2회

생성물 1

HCID 57607463N-(3-Bromo-6-fluoro-imidazo[1,2-a]pyridin-2-yl)-2,2,2-trifluoro-acetamide

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

N-Bromosuccinimide (2.96 g, 0.0166 mol) was added to a solution of 2,2,2-Trifluoro-N-(6-fluoro-imidazo[1,2-a]pyridin-2-yl)-acetamide (compound c, 3.74 g, 0.0151 mol) in acetonitrile (70 mL) and stirred at room temperature. The reaction mixture was stirred at room temperature for 15 minutes. Reaction mixture was concentrated under reduced pressure, crude product taken up in ethyl acetate, washed with water, organic layer collected, dried over Na2SO4, concentrated in vacuo and crude product purified by column chromatography (50% ethyl acetate/hexanes) to give product as an off white solid. Rf 0.47, 50% ethyl acetate/hexanes; MS m/z 327 (M+H).

후처리

  1. stirringThe reaction mixture was stirred at room temperature for 15 minutes
  2. customReaction mixture
  3. concentrationwas concentrated under reduced pressure, crude product
  4. washwashed with water, organic layer
  5. customcollected
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo and crude product
  8. custompurified by column chromatography (50% ethyl acetate/hexanes)
  9. customto give product as an off white solid

출처 및 근거

ORD 기록
ord-f40c06f565014580a6f2446f15e46029
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058274B2

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