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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1367377Generated: November 1, 2026

Potassium Carbonate → 2-Fluoro-6-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-pyridine-3-carbaldehyde

https://huagongshe.com/reaction/1367377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium ThiosulfateHCID 24477—
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant2-Fluoro-6-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-pyridin-3-yl-methanolHCID 57619300—
SolventDichloromethaneHCID 6344—
Product2-Fluoro-6-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-pyridine-3-carbaldehydeHCID 5761918923.5%

Reaction Steps

To 2-fluoro-6-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-pyridin-3-yl-methanol (563, 1.20 g, 3.98 mmol) in dichloromethane (40.0 mL) was added Dess-Martin periodinane (1.86 g, 4.38 mmol). The reaction was stirred at room temperature for 10 minutes, then poured into aqueous sodium thiosulfate and potassium carbonate, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give the desired compound (564, 0.28 g, 23.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893075B2
Source datasetuspto-grants-2011_02
ORD IDord-14e7a5e51da642f182f2238c3f0d6af5
Source noteuspto-grants-2011_02