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 1415903ノート

反応式

HRID 1415903 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-64aaff22c4ae4f9690f58c722482a856
出典データセット
uspto-grants-1999_06
特許番号
US05910504

反応ノート

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