2,4-Dichloropyrimidine → 2-Chloro-4-(2-phenyl-piperidin-1-yl)-pyrimidine

HRID 2252655

Reaktionsgleichung

Reaktionsgleichung von HRID 2252655
[C:1]1([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:13][C:14]1[N:19]=[C:18](Cl)[CH:17]=[CH:16][N:15]=1.C(=O)(O)[O-].[Na+]>CCO>[Cl:13][C:14]1[N:19]=[C:18]([N:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH:7]2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:17]=[CH:16][N:15]=1

Komponenten

5

Edukt 3

HCID 775312,4-DichloropyrimidineHCID 1030202-PhenylpiperidineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 858366432-Chloro-4-(2-phenyl-piperidin-1-yl)-pyrimidineAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-Phenylpiperidine, Intermediate 15, (0.5 g, 2.52 mmol), 2,4-dichloropyrimidine (0.41 g, 2.77 mmol) and sodium bicarbonate (0.59 g, 5.55 mmol) in dry EtOH (10 mL) were refluxed for 2 hours, under an atmosphere of nitrogen. The mixture was filtered and the filtrate evaporated in vacuo to give a yellow oil. The oil was purified by flash chromatography (EtOAc and isohexane (1:3)/silica) to give the title compound as a colourless oil (46 g, 66%).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated in vacuo
  3. customto give a yellow oil
  4. customThe oil was purified by flash chromatography (EtOAc and isohexane (1:3)/silica)

Quellen und Nachweise

ORD-Eintrag
ord-fe593abc6b7545b989678fed3b8648da
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07323464B2

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