Sodium Hydroxide → 2,6-Diaminopyridine-3-carbonitrile

Reaktionsgleichung

[NH2:1][C:2]1[N:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O.P(Cl)(Cl)(Cl)=O.[OH-].[Na+]>>[NH2:1][C:2]1[N:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:3]=1[C:4]#[N:6]

Komponenten

Edukt 3

HCID 14798Sodium Hydroxide

HCID 24813Phosphorus oxychloride

HCID 204748872,6-Diaminopyridine-3-carboxamide

Produkt 1

HCID 218881622,6-Diaminopyridine-3-carbonitrileAusbeute 74,2 %

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

2,6-Diamino-nicotinamide (520 mg) described in Manufacturing Example 7-1 and phosphorus oxychloride (5.0 g) were stirred for 0.5 hour at 100° C. The reaction solution was added to 0° C. dilute aqueous sodium hydroxide, which was then extracted with ethyl acetate. The organic layer was concentrated and the residue was purified with NH silica gel column chromatography (ethyl acetate) to obtain the titled compound (340 mg).

Aufarbeitung

extractionwas then extracted with ethyl acetate
concentrationThe organic layer was concentrated
customthe residue was purified with NH silica gel column chromatography (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag: ord-7f886482509f4db68bfcb5fd94c37ebe
Quelldatensatz: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08183264B2

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