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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178512Generated: October 26, 2026

Styrene → 2-(1-Allylpyrrolidin-3-yl)-6-methoxypyridine

https://huagongshe.com/reaction/2178512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStyreneHCID 7501—
ReactantN-(methoxymethyl)-N-((trimethylsilyl)methyl)prop-2-en-1-amineHCID 18374742—
Reactant2-Methoxy-6-vinylpyridineHCID 19091566—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Product2-(1-Allylpyrrolidin-3-yl)-6-methoxypyridineHCID 8950049230%

Reaction Steps

To a solution of 2-ethenyl-6-methoxypyridine a1-51 (400 mg, 3 mmol, 1 eq) in trifluoroacetic acid/dichloromethane (200 μl/2 ml) is added N-(methoxymethyl)-N-[(trimethylsilyl)methyl]prop-2-en-1-amine until all styrene a1-51 is consumed. The solvent is removed under vacuum and the crude residue is purified by basic reverse phase chromatography over silicagel (gradient: CH3CN/H2O/NH4OH from 50/50/0.1 to 80/20/0.1) to afford 210 mg of pure 2-methoxy-6-[1-(prop-2-en-1-yl)pyrrolidin-3-yl]pyridine a1-55.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067930B2
Source datasetuspto-grants-2015_06
ORD IDord-4df6ae0a57994fd588ba959c84ffc9ed
Source noteuspto-grants-2015_06