3-Cyano-2-fluoropyridine → (2-Fluoropyridin-3-yl)methanamine

HRID 1363127Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1363127
[C:1]([C:3]1[C:4]([F:9])=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2]>CCO>[NH2:2][CH2:1][C:3]1[C:4]([F:9])=[N:5][CH:6]=[CH:7][CH:8]=1

Komponenten

3

Edukt 1

HCID 27832543-Cyano-2-fluoropyridine

Produkt 1

HCID 45079719(2-Fluoropyridin-3-yl)methanamineAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A round bottom flask was charged with 0.3 g (2.46 mM) of 3-cyano-2-fluoropyridine (19), which was then diluted in 20 mL EtOH. The solution was flushed with argon, and then while under a blanket of argon, 60 mg of 10% Pd/C (20% by weight), was added. The system was then sealed by septum and put under vacuum. A hydrogen balloon was then added, and the reaction was stirred for three hours (followed by TLC). The reaction was then put under vacuum again, then exposed to air, and filtered (keeping catalyst wet). The resulting solution was dried and evaporated to give 0.28 g (90%) of the title compound, 3-aminomethyl-2-fluoropyridine (20).

Aufarbeitung

  1. customThe solution was flushed with argon
  2. additionwhile under a blanket of argon, 60 mg of 10% Pd/C (20% by weight), was added
  3. customThe system was then sealed by septum
  4. additionA hydrogen balloon was then added
  5. filtrationfiltered (keeping catalyst wet)
  6. customThe resulting solution was dried
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-655bbb7dd3ff4623b27849e6a969f056
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07884109B2

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