Acetic Acid → 2-Fluoro-4-methylpyridin-3-amine

HRID 1940914

反応式

HRID 1940914 の反応式
[F:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([CH3:11])[CH:5]=[CH:4][N:3]=1.C(O)(=O)C.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:8][C:7]1[C:2]([F:1])=[N:3][CH:4]=[CH:5][C:6]=1[CH3:11]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 124081822-Fluoro-4-methyl-3-nitropyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 27631612-Fluoro-4-methylpyridin-3-amine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 10.1 g (65 mmol) of 2-fluoro-4-methyl-3-nitropyridine in 200 mL of ethyl acetate was added 25 g (0.40 mol) of acetic acid and 0.8 g of 5 percent palladium on carbon catalyst. This mixture was shaken under 50 psig (pounds per square inch gauge, 2400 kiloPascals) pressure of hydrogen for 18 hours, was filtered, and was concentrated by evaporation under reduced pressure to obtain an oil. This oil was partitioned between dilute aqueous sodium bicarbonate and ether. The organic phase was separated, dried over magnesium sulfate, and filtered. The filtrate was concentrated by evaporation under reduced pressure and the residue was purified by column chromatography to obtain 7.2 g (88 percent of theory) of the title compound as a colorless solid melting at 63°-64° C.

後処理

  1. filtrationwas filtered
  2. concentrationwas concentrated by evaporation under reduced pressure
  3. customto obtain an oil
  4. customThis oil was partitioned between dilute aqueous sodium bicarbonate and ether
  5. customThe organic phase was separated
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated by evaporation under reduced pressure
  9. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-99cfda5a145440e5ab4b2015161949d6
出典データセット
uspto-grants-1997_12
特許番号
US05700940

関連ノート

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