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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521613Generated: October 29, 2026

Triacetoxyperiodinane → 1-(5-Bromopyridin-3-yl)cyclopropane-1-carbaldehyde

https://huagongshe.com/reaction/1521613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantHCID 77230757HCID 77230757—
SolventAcetonitrileHCID 6342—
Product1-(5-Bromopyridin-3-yl)cyclopropane-1-carbaldehydeHCID 89155895—

Reaction Steps

To a solution of the title compound from Example 73 Step A (114 mg, 0.500 mmol) in acetonitrile (2.5 mL) was added Dess-Martin Periodinane (254 mg, 0.600 mmol). The reaction stirred at room temperature until complete. It was then concentrated under reduced pressure, diluted with 2% methanol in dichloromethane, and passed through a syringe filter. Purification by flash chromatography on silica gel (20-100% ethyl acetate in hexanes) provided the title compound: LCMS m/z 227.86 [M+2+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-033586360edb4334b03161ae201d05fe
Source noteuspto-grants-2015_07