2-Bromo-4-phenylpyridine → Tert-butyl 4-(4-phenylpyridin-2-yl)piperazine-1-carboxylate

HRID 1158707

Reaktionsgleichung

Reaktionsgleichung von HRID 1158707
Br[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>N1C=CC=CC=1>[C:8]1([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([N:24]3[CH2:23][CH2:22][N:21]([C:19]([O:18][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:20])[CH2:26][CH2:25]3)[CH:7]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 1047002-Bromo-4-phenylpyridineHCID 143452tert-Butyl piperazine-1-carboxylate

Produkt 1

HCID 68644576Tert-butyl 4-(4-phenylpyridin-2-yl)piperazine-1-carboxylateAusbeute 20,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 2-bromo-4-phenylpyridine (1.34 g, 5.72 mmol), 1-(tert-butoxycarbonyl)piperazine (3.19 g, 17.2 mmol) and pyridine (20 ml) was stirred at 125° C. for 7 days, and the solvent was distilled away under reduce pressure. To the residue was added water, and extracted with ethyl acetate. The extract was washed with water, and the solvent was distilled away under reduce pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give the titled compound 390 mg (20.1%) as solid product.

Aufarbeitung

  1. distillationthe solvent was distilled away
  2. additionTo the residue was added water
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. distillationthe solvent was distilled away
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-ce58f09de14b471cae6210ff0e695b82
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812025B2

Verknüpfte Notizen

Wird geladen…