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Sulfuric Acid → (S)-N-{3-[4-(4-Aminocarbonyl-4-hydroxypiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

HRID 1026675
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반응식

HRID 1026675 반응식
[C:1]([C:3]1([OH:27])[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:19][C@H:18]([CH2:20][NH:21][C:22](=[O:24])[CH3:23])[O:17][C:16]3=[O:25])=[CH:11][C:10]=2[F:26])[CH2:5][CH2:4]1)#[N:2].S(=O)(=O)(O)[OH:29]>>[NH2:2][C:1]([C:3]1([OH:27])[CH2:4][CH2:5][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:19][C@H:18]([CH2:20][NH:21][C:22](=[O:24])[CH3:23])[O:17][C:16]3=[O:25])=[CH:11][C:10]=2[F:26])[CH2:7][CH2:8]1)=[O:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 11394757(S)-N-{3-[4-(4-cyano-4-hydroxypiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

생성물 1

HCID 11383840(S)-N-{3-[4-(4-Aminocarbonyl-4-hydroxypiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide수율 62%

실험 절차

The compound was obtained by reacting (S)—N-{3-[4-(4-cyano-4-hydroxypiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (12 mmol) with 95% aqueous sulfuric acid at a temperature 25° C. for 14 hours and purifying the compound by silica gel column chromatography in 62% yield. M.P. 238-40° C. and MS (M+1)=395 (MH+, 100%) for M.F.=C18H23FN4O5.

후처리

  • customThe compound was obtained
  • customat a temperature 25° C.
  • customfor 14 hours
  • custompurifying the compound by silica gel column chromatography in 62% yield
  • 출처 및 근거

    ORD 기록
    ord-57ed269ea08b409ca3d009332f2b3d7c
    출처 데이터셋
    uspto-grants-2014_05
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08729269B2

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