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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70517Generated: October 28, 2026

Trifluoroacetic acid → 2-Methoxy-3-methyl-6-[4-(methylsulfanyl)benzyl]pyridine

https://huagongshe.com/reaction/70517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantSodium BicarbonateHCID 516892—
Reactant(6-Methoxy-5-methylpyridin-2-yl)[4-(methylsulfanyl)phenyl]methanolHCID 67397903—
Product2-Methoxy-3-methyl-6-[4-(methylsulfanyl)benzyl]pyridineHCID 58452537—

Reaction Conditions

Temperature60 °C

Reaction Steps

Triethylsilane (5 mL) and trifluoroacetic acid (5 mL) were sequentially added to (6-methoxy-5-methylpyridin-2-yl)[4-(methylsulfanyl)phenyl]methanol obtained in Reference Example 1-36(2) (2.13 g), and the mixture was stirred at 60° C. for four hours. The reaction solution was poured into saturated aqueous sodium bicarbonate, followed by extraction with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→4:1→2:1) to give the title compound as a colorless oil (1.69 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822503B2
Source datasetuspto-grants-2014_09
ORD IDord-189c5c873f8b44be9ba1929914513cd3
Source noteuspto-grants-2014_09