Methyl iodide → HCID 22610929、化合物

HRID 840528

反応式

HRID 840528 の反応式
C(O[C:4](=[O:12])[CH:5]=[C:6]([NH2:11])[C:7]([F:10])([F:9])[F:8])C.[H-].[Na+].[H][H].C([O:19][C:20]([NH:22][C:23]1[C:28]([F:29])=[CH:27][C:26]([Cl:30])=[CH:25][N:24]=1)=O)C.[CH3:31]I>CN1CCCC1.C(OCC)(=O)C>[F:29][C:28]1[C:23]([N:22]2[C:4](=[O:12])[CH:5]=[C:6]([C:7]([F:8])([F:9])[F:10])[N:11]([CH3:31])[C:20]2=[O:19])=[N:24][CH:25]=[C:26]([Cl:30])[CH:27]=1

参加物

8

反応物 5

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 136209Ethyl 3-amino-4,4,4-trifluoro-2-butenoateHCID 226109302-Ethoxycarbonylamino-3-fluoro-5-chloropyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 22610929HCID 22610929、化合物

試薬・触媒・溶媒 2

HCID 84541-Methylpyrrolidine溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Under a nitrogen atmosphere, while cooling and stirring, a solution of 22.7 g 4,4,4-trifluoro-3-amino-2-butenoic acid ethyl ester is added dropwise to 5.1 g of a sodium hydride dispersion (60%) in 60 ml N-methylpyrrolidine at 0-5° C. and stirred at 22° C. until hydrogen evolution is complete. Then 23.7 g 2-ethoxicarbonylamino-3-fluoro-5-chloropyridine (Example H1) is added and the reaction mixture heated for about 5 hours to 120° C. The mixture is then cooled, 16.7 g methyl iodide is added dropwise and stirring is continued overnight at 22° C. After the reaction mixture has been taken up in ethyl acetate, it is washed with ice water, dried over sodium sulfate, filtered, and concentrated by evaporation. The residue obtained is recrystallized from ethyl acetate/n-hexane. The title compound is obtained with a melting point of 133-134° C.

後処理

  1. temperatureUnder a nitrogen atmosphere, while cooling
  2. temperaturethe reaction mixture heated for about 5 hours to 120° C
  3. temperatureThe mixture is then cooled
  4. stirringstirring
  5. washit is washed with ice water
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation
  9. customThe residue obtained
  10. customis recrystallized from ethyl acetate/n-hexane

出典と根拠

ORDレコード
ord-3dfbdfd7f56740fe8ffc76e0afe2a60c
出典データセット
uspto-grants-2002_04
特許番号
US06369002B1

関連ノート

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