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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515806Generated: October 31, 2026

Triacetoxyperiodinane → 5-Bromo-2-chloropyridine-3-carbaldehyde

https://huagongshe.com/reaction/515806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant(5-Bromo-2-chloropyridin-3-yl)methanolHCID 23091039—
SolventDichloromethaneHCID 6344—
Product5-Bromo-2-chloropyridine-3-carbaldehydeHCID 2309098874.9%

Reaction Steps

To a solution of (5-bromo-2-chloropyridin-3-yl)methanol (6.8 g, 30.6 mmol) in DCM (200 mL), was added Dess-Martin periodinane (32.4 g, 76.6 mmol) at 0° C. The resulting mixture was stirred at room temperature for 12 h. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel (0 to 30% EtOAc in petroleum ether) to afford 5.05 g of 5-bromo-2-chloronicotinaldehyde. LCMS [M+H]+ 221.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108944B2
Source datasetuspto-grants-2015_08
ORD IDord-732957e950934f0ba4b72d11177a6eb6
Source noteuspto-grants-2015_08