2-Chloro-3-nitro-5-(trifluoromethyl)pyridine → 5-(Trifluoromethyl)pyridin-3-amine

HRID 270572

Reaktionsgleichung

Reaktionsgleichung von HRID 270572
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][N:3]=1>CO.[Pd]>[F:14][C:11]([F:12])([F:13])[C:5]1[CH:6]=[C:7]([NH2:8])[CH:2]=[N:3][CH:4]=1

Komponenten

4

Edukt 1

HCID 47369502-Chloro-3-nitro-5-(trifluoromethyl)pyridine

Produkt 1

HCID 140519365-(Trifluoromethyl)pyridin-3-amineAusbeute 120,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-chloro-3-nitro-5-(trifluoromethyl)pyridine (1.25 g, 5.518 mmol) in methanol (25.0 mL) under N2 was added palladium (1.17 g, 1.10 mmol) (10% dry weight on wet activated carbon). The reaction mixture was placed on a Parr apparatus and hydrogenated at 50 psi for 90 min. The catalyst was filtered off through a celite pad. The filtrate was concentrated to give a crude product (1.08 g) which was pure (>98% by HPLC) enough without further purification. LC-MS calculated for C6H5F3N2: (M+H) 163; found 163.1.

Aufarbeitung

  1. filtrationThe catalyst was filtered off through a celite pad
  2. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9247452d593e44f5ba800d887a00a606
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449467B2

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