Methyl propiolate → (S)-N-[[3-[3-Fluoro-4-(4-carbomethoxy-1H-1,2,3-triazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

HRID 1955117노트

반응식

HRID 1955117 반응식
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][C@H:13]([CH2:15][NH:16][C:17](=[O:19])[CH3:18])[O:12][C:11]2=[O:20])=[CH:6][C:5]=1[F:21])=[N+:2]=[N-:3].[C:22]([O:26][CH3:27])(=[O:25])[C:23]#[CH:24]>C1C=CC=CC=1>[F:21][C:5]1[CH:6]=[C:7]([N:10]2[CH2:14][C@H:13]([CH2:15][NH:16][C:17](=[O:19])[CH3:18])[O:12][C:11]2=[O:20])[CH:8]=[CH:9][C:4]=1[N:1]1[CH:24]=[C:23]([C:22]([O:26][CH3:27])=[O:25])[N:3]=[N:2]1

참가 물질

4

반응물 2

HCID 13536Methyl propiolateHCID 10708829(S)-N-[[3-[4-Azido-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

생성물 1

HCID 10714593(S)-N-[[3-[3-Fluoro-4-(4-carbomethoxy-1H-1,2,3-triazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide수율 68.6%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A solution 1.0 g(3.4 mmol) of the azide of Example 17 in 50 mL benzene was treated with 573 mg(6.8 mmol) of methyl propiolate followed by warming at reflux for 24 h. The mixture was cooled and the product isolated by filtration of the reaction mixture. These procedures afforded 880 mg of the title compound as a white solid. High Resolution Mass Spectrum (EI): calcd for C16H16FN5O5 : 377.1135. found: 377.1131.

후처리

  1. temperatureby warming
  2. temperatureat reflux for 24 h
  3. temperatureThe mixture was cooled
  4. customthe product isolated by filtration of the reaction mixture

출처 및 근거

ORD 기록
ord-1e491d94781042f2840a1cee872ff5b8
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06124334

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