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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747792Generated: October 29, 2026

Methanol → Methyl 6-pyrrolidinonicotinate

https://huagongshe.com/reaction/747792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Reactant5-Bromo-2-(pyrrolidin-1-yl)pyridineHCID 16414226—
ReactantHCID 178418416HCID 178418416—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 6-pyrrolidinonicotinateHCID 2794748—

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-a16781bad7bf46de800066aaed260b4c
Source noteuspto-grants-2008_07