Hydrochloric Acid → 1-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine--hydrogen chloride (1/1)

HRID 897161

Reaktionsgleichung

Reaktionsgleichung von HRID 897161
[Cl:1][C:2]1[C:3]([C:12]#[N:13])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Cl.[H][H]>[Pd].CO>[ClH:1].[NH2:13][CH2:12][C:3]1[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:5][N:4]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14733743-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrileHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 114997441-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine--hydrogen chloride (1/1)Ausbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 3-chloro-2-cyano-5-trifluoromethylpyridine (5.1 g) and 5% palladium on charcoal (5.1 mg as Pd metal) was stirred at 20° C. with methanol and concentrated hydrochloric acid (2.5 ml) under 1 atmosphere of hydrogen. After 4 hours the reaction was judged to be complete by hplc. The mixture was filtered through Celatom, washed with methanol and water and evaporated to give 2-aminomethyl-3-chloro-5-trifluoromethylpyridine hydrochloride in 95-97% yield, NMR (in D2O) 4.6 (s, 2H), 8.35 (s, 1H), 8.9 (s, 1H).

Aufarbeitung

  1. filtrationThe mixture was filtered through Celatom
  2. washwashed with methanol and water
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-192a1acd8be649b0a301875749fc4a39
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06921828B2

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