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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (6-Methoxy-5-methylpyridin-2-yl)[4-(methylsulfanyl)phenyl]methanol | HCID 67397903 | — |
| Product | 2-Methoxy-3-methyl-6-[4-(methylsulfanyl)benzyl]pyridine | HCID 58452537 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822503B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-189c5c873f8b44be9ba1929914513cd3 |
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| Source note | uspto-grants-2014_09 |
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