HuagongsheHuagongshe Chemistry Print Report · For research reference only
Styrene → 2-(1-Allylpyrrolidin-3-yl)-6-methoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Styrene | HCID 7501 | — |
| Reactant | N-(methoxymethyl)-N-((trimethylsilyl)methyl)prop-2-en-1-amine | HCID 18374742 | — |
| Reactant | 2-Methoxy-6-vinylpyridine | HCID 19091566 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | 2-(1-Allylpyrrolidin-3-yl)-6-methoxypyridine | HCID 89500492 | 30% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067930B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-4df6ae0a57994fd588ba959c84ffc9ed |
| Source note | uspto-grants-2015_06 |