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

HRID 40136Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 40136
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

Komponenten

5

Edukt 2

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-47dd9896f15c4e0d94e5438076d71229
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524917B2

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