Pyridine → (6-Bromo-pyridin-3-yl)-(6-trifluoromethyl-pyridin-3-yl)-amine

HRID 76063

Reaktionsgleichung

Reaktionsgleichung von HRID 76063
[NH2:1][C:2]1[CH:3]=[N:4][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:7]=1.B(O)(O)[C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[N:15][CH:14]=1.N1C=CC=CC=1>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.ClCCl>[Br:19][C:16]1[N:15]=[CH:14][C:13]([NH:1][C:2]2[CH:3]=[N:4][C:5]([C:8]([F:11])([F:9])[F:10])=[CH:6][CH:7]=2)=[CH:18][CH:17]=1

Komponenten

6

Edukt 3

HCID 1049PyridineHCID 27377445-Amino-2-(trifluoromethyl)pyridineHCID 27627062-Bromopyridine-5-boronic acid

Produkt 1

HCID 87075507(6-Bromo-pyridin-3-yl)-(6-trifluoromethyl-pyridin-3-yl)-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8895Cupric acetateKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-amino-6-trifluoromethyl pyridine (0.25 g, 1.2 mmol, 2.0 equiv) and 2-bromopyridyl-5-boronic acid (0.10 g, 0.62 mmol, 1.0 equiv) in 5 Ml dichloromethane was added pyridine (0.10 Ml, 1.2 mmol, 2.0 equiv), copper (II) acetate (0.17 g, 0.93 mmol, 1.5 equiv) and 4 Å molecular sieves. The heterogeneous reaction mixture was allowed to stir vigorously open to air overnight. The reaction was then filtered through Celite, concentrated in vacuo, and purified by silica gel chromatography to afford the title compound: (M+H)+319.9.

Aufarbeitung

  1. filtrationThe reaction was then filtered through Celite
  2. concentrationconcentrated in vacuo
  3. custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-68dde0f62c6d49a88b922f8b3b6d019e
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835451B2

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