Ethanol → HCID 67609537, Verbindung

HRID 925291Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 925291
[CH2:1]([N:3]([CH2:21][CH3:22])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[C:11]([C:13]#[N:14])[N:10]=[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:8]=1)[CH3:2].C([O-])=O.[NH4+].C(O)C>O.[OH-].[Pd+2].[OH-].[Pd]>[NH2:14][CH2:13][C:11]1[N:10]=[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:8]=[C:7]([O:6][CH2:5][CH2:4][N:3]([CH2:21][CH3:22])[CH2:1][CH3:2])[CH:12]=1

Komponenten

6

Edukt 3

HCID 702EthanolHCID 2723923Ammonium formateHCID 67609763HCID 67609763, Verbindung

Produkt 1

HCID 67609537HCID 67609537, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 86707187HCID 86707187, VerbindungKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
27 °C

Versuchsvorschrift

A mixture of 4-(2-Diethylamino-ethoxy)-[2,2′]bipyridinyl-6-carbonitrile (1.4 g, 5.22 mmol), Palladium hydroxide-Pd 20%-50% in water (2.25 g, excess), ammonium formate (1.65 g, excess) and ethanol (66 mL) was stirred at 27° C. for 2 hours. The reaction was then filtered thorough celite, washed with methanol (200 mL) and dichloromethane (200 mL) and the organic phase evaporated to dryness affording [2-(6-aminomethyl-[2,2′]bipyridinyl-4-yloxy)-ethyl]diethylamine as an orange oil (1.03 g, 30%, in a ratio 1 to 1 product vs. byproduct).

Aufarbeitung

  1. filtrationThe reaction was then filtered thorough celite
  2. washwashed with methanol (200 mL) and dichloromethane (200 mL)
  3. customthe organic phase evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-a280255525fc40b8acdfb9c28f94c348
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09284296B2

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