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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1962631Generated: October 25, 2026

3-Methyl-2-(tributylstannyl)pyridine → tert-butyl methyl{[5-(3-methylpyridin-2-yl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}carbamate

https://huagongshe.com/reaction/1962631

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methyl-2-(tributylstannyl)pyridineHCID 16427098—
Reactanttert-Butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamateHCID 57522258—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Producttert-butyl methyl{[5-(3-methylpyridin-2-yl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}carbamateHCID 6697466722.3%

Reaction Steps

A solution of 3-methyl-2-(tributylstannyl)pyridine (1.0 g), tert-butyl{[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (563 mg) and tetrakis(triphenylphosphine)palladium (454 mg) in toluene was stirred under a nitrogen atmosphere at 120° C. for 30 hr. The mixture was cooled to room temperature and the solvent was evaporated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane-ethyl acetate=4:1) to give the title compound as a colorless oil (yield 129 mg, 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415368B2
Source datasetuspto-grants-2013_04
ORD IDord-dad2dcf8c3154ff2a75168c66ae7c9dd
Source noteuspto-grants-2013_04