Ethanol → HCID 67608342, Verbindung

HRID 925289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 925289
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]#[N:10])[N:6]=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:4]=1.C([O-])=O.[NH4+].C(O)C>O.[OH-].[Pd+2].[OH-].[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH2:10])[N:6]=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:4]=1

Komponenten

6

Edukt 3

HCID 702EthanolHCID 2723923Ammonium formateHCID 135867984-Methoxy[2,2′-bipyridine]-6-carbonitrile

Produkt 1

HCID 67608342HCID 67608342, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 86707187HCID 86707187, VerbindungKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
27 °C

Versuchsvorschrift

A mixture of 4-Methoxy-[2,2′]bipyridinyl-6-carbonitrile (1.0 g, 4.73 mmol), Palladium hydroxide-Pd 20%-50% in water (0.66 g, excess), ammonium formate (1.5 g, excess) and ethanol (60 mL) was stirred at 27° C. for 2 hours. The reaction was then filtered thorough celite, washed with methanol (150 mL) and dichloromethane (150 mL) and the organic phase evaporated to dryness affording C-(4-Methoxy-[2,2′]bipyridinyl-6-yl)-methylamine as an orange oil (0.80 g, 45%, in a ratio 72 to 28 product vs. byproduct).

Aufarbeitung

  1. filtrationThe reaction was then filtered thorough celite
  2. washwashed with methanol (150 mL) and dichloromethane (150 mL)
  3. customthe organic phase evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-10b15ff6da5b48f09413dff1e52b33f7
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09284296B2

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