Potassium Carbonate → {3-[2-(4-Methoxypiperidin-1-yl)pyrimidin-5-yl]phenyl}methanol

HRID 2171631Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2171631
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH2:14][OH:15])[CH:11]=[CH:12][CH:13]=2)=[CH:4][N:3]=1.Cl.[CH3:17][O:18][CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:17][O:18][CH:19]1[CH2:24][CH2:23][N:22]([C:2]2[N:7]=[CH:6][C:5]([C:8]3[CH:9]=[C:10]([CH2:14][OH:15])[CH:11]=[CH:12][CH:13]=3)=[CH:4][N:3]=2)[CH2:21][CH2:20]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 115428134-Methoxypiperidine hydrochlorideHCID 86686208[3-(2-Chloropyrimidin-5-yl)phenyl]methanol

Produkt 1

HCID 68309818{3-[2-(4-Methoxypiperidin-1-yl)pyrimidin-5-yl]phenyl}methanolAusbeute 91,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

[3-(2-Chloropyrimidin-5-yl)phenyl]methanol (200 mg) was mixed with DMF (4 ml), and 4-methoxypiperidine hydrochloride (180 mg) and potassium carbonate (500 mg) were added thereto, followed by stirring at 70° C. for 5 hours. The reaction mixture was concentrated under reduced pressure, and CHCl3 and a saturated aqueous sodium hydrogen carbonate solution were then added thereto. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain {3-[2-(4-methoxypiperidin-1-yl)pyrimidin-5-yl]phenyl}methanol (249 mg).

Aufarbeitung

  1. additionwere added
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and CHCl3
  3. additiona saturated aqueous sodium hydrogen carbonate solution were then added
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (hexane/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-18f83285a72548ca938594f98192555f
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051283B2

Notizen zur Reaktion

Wird geladen…