HCID 2728499, Verbindung → HCID 83486524, Verbindung

HRID 1501123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1501123
[CH3:1][O:2][C:3]1[N:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]([F:15])([F:14])[F:13])[C:4]=1[C:5]#[N:6]>C(O)C.O.NN.[Ni]>[CH3:1][O:2][C:3]1[C:4]([CH2:5][NH2:6])=[C:7]([C:12]([F:15])([F:13])[F:14])[CH:8]=[C:9]([CH3:11])[N:10]=1

Komponenten

6

Edukt 1

HCID 2728499HCID 2728499, Verbindung

Produkt 1

HCID 83486524HCID 83486524, VerbindungAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 9321HydrazineLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 2-methoxy-6-methyl-4-(trifluoromethyl)nicotinonitrile (0.6 g, 2.7 mmol) in ethanol (50 mL) was added the suspension of raney-Ni in water (1 mL) and hydrazine (5 mL). After stirring at 60° C. for 3 hours, the mixture was filtered and concentrated to give a residue. The residue was purified by chromatography (dichloromethane/methanol=10:1) to give (2-methoxy-6-methyl-4-(trifluoromethyl)pyridin-3-yl)methanamine (0.47 g, 77%) and used directly in next step without further purification. LRMS (M+H) m/z: calcd 220.08. found 220.

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated
  3. customto give a residue
  4. customThe residue was purified by chromatography (dichloromethane/methanol=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-9f6ab0cbdc564c54b7c4059f88b39a81
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206128B2

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