Methanol → Methyl 6-pyrrolidinonicotinate

HRID 747792Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 747792
BrC1C=CC([N:8]2[CH2:12]CCC2)=NC=1.[CH3:13][OH:14].[CH2:15]([N:17]([CH2:20][CH3:21])[CH2:18][CH3:19])[CH3:16].C1(P([C:35]2[CH:40]=[CH:39]C=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C]=[O:42]>CN(C)C=O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(OCC)(=O)C>[N:17]1([C:20]2[CH:21]=[CH:39][C:40]([C:35]([O:14][CH3:13])=[O:42])=[CH:12][N:8]=2)[CH2:18][CH2:19][CH2:16][CH2:15]1

Komponenten

9

Edukt 5

HCID 887MethanolHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 164142265-Bromo-2-(pyrrolidin-1-yl)pyridineHCID 178418416HCID 178418416, Verbindung

Produkt 1

HCID 2794748Methyl 6-pyrrolidinonicotinate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 167845palladium(II) acetateKatalysatorHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2.6 g (11.1 mmol) of 5-bromo-2-(pyrrolidine-1-yl)pyridine was dissolved in 30 ml of dimethylformamide. 8.9 ml (220 mmol) of methanol, 3.06 ml (22 mmol) of triethylamine, 124 mg (0.5 mmol) of palladium (II) acetate and 2.7 g (11.1 mmol) of triphenylphosphine were added to the solution, and they were stirred in the presence of carbon monoxide at 70° C. overnight. After the treatment with ethyl acetate as the extractant in an ordinary manner, the crude product was obtained, which was purified by the silica gel column chromatography to obtain the title compound.

Aufarbeitung

  1. customwhich was purified by the silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a16781bad7bf46de800066aaed260b4c
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07396844B1

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