Propylamine hydrochloride → 6-Methoxy-1,5-naphthyridin-4-amine

HRID 456579

Reaktionsgleichung

Reaktionsgleichung von HRID 456579
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2OS(C(F)(F)F)(=O)=O.Cl.C([NH2:25])CC>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[NH2:25]

Komponenten

4

Edukt 2

HCID 11165Propylamine hydrochlorideHCID 112552656-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonate

Produkt 1

HCID 114352366-Methoxy-1,5-naphthyridin-4-amineAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of triflate (b) (25 g, 81.2 mmol) and propylamine hydrochloride (47 g, 487 mmol) in pyridine (300 ml) was heated to reflux overnight. The mixture was evaporated to dryness, dissolved in 0.5M aqueous hydrochloric acid (400 ml) and extracted three times with dichloromethane. The aqueous phase was then basified with 40% aqueous sodium hydroxide solution and extracted twice with dichloromethane. Drying and evaporation afforded a buff coloured solid (13.0 g, 90%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customThe mixture was evaporated to dryness
  4. dissolutiondissolved in 0.5M aqueous hydrochloric acid (400 ml)
  5. extractionextracted three times with dichloromethane
  6. extractionextracted twice with dichloromethane
  7. customDrying
  8. customevaporation

Quellen und Nachweise

ORD-Eintrag
ord-3162b2c3d3954e30bf5f676d9b6d0ff6
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186730B2

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