Azane;hydrate → (5-Fluoropyridin-3-yl)methanamine

HRID 40136ノート

反応式

HRID 40136 の反応式
N.O.Cl[C:4]1[C:9]([CH2:10][NH2:11])=[CH:8][C:7]([F:12])=[C:6](Cl)[N:5]=1>CO.[Pd]>[F:12][C:7]1[CH:8]=[C:9]([CH2:10][NH2:11])[CH:4]=[N:5][CH:6]=1

参加物

5

反応物 2

HCID 12896473Azane;hydrateHCID 55255125(2,6-Dichloro-5-fluoropyridin-3-yl)methanamine2 回

生成物 1

HCID 45116207(5-Fluoropyridin-3-yl)methanamine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a Parr reaction bottle was added Pd—C (10%, 560 mg, 0.52 mmol), followed by 28% NH3.H2O (50 ml) and a solution of (2,6-dichloro-5-fluoropyridin-3-yl)methanamine (Compound 144, 10.1 g, 52 mmol) in MeOH (100 ml). The mixture was placed under 51 psi H2 on a shaker type Parr apparatus for 16 h, filtered and concentrated. The resulting aqueous solution was basified with NaOH, extracted with EtOAc (×3). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The crude product was purified by distillation under vacuum to yield the title compound as colorless oil.

後処理

  1. customTo a Parr reaction bottle
  2. filtrationfiltered
  3. concentrationconcentrated
  4. extractionextracted with EtOAc (×3)
  5. washThe combined organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. distillationThe crude product was purified by distillation under vacuum

出典と根拠

ORDレコード
ord-47dd9896f15c4e0d94e5438076d71229
出典データセット
uspto-grants-2013_09
特許番号
US08524917B2

反応ノート

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