HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750055Generated: November 2, 2026
Toluene → 2-(2-ethylsulfanyl-4-trifluoromethylsulfanylphenyl)3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine
https://huagongshe.com/reaction/1750055
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Bromo-2-ethylsulfanyl-4-trifluoromethylsulfanylbenzene | HCID 118035563 | — |
| Reactant | 3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine | HCID 118035578 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | Cupric acetate monohydrate | HCID 165397 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2-ethylsulfanyl-4-trifluoromethylsulfanylphenyl)3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine | HCID 118035611 | 90.3% |
Reaction Steps
A mixture of 0.11 g of 3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine, 0.15 g of 1-bromo-2-ethylsulfanyl-4-trifluoromethylsulfanylbenzene, 0.01 g of palladium(II) acetate, 0.01 g of triphenylphosphine, 0.02 g of copper(II) acetate monohydrate, 0.13 g of potassium carbonate and 3 ml of toluene was stirred under heating and refluxing for 2 hours. Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was filtered. The filtrate was extracted with ethyl acetate, and then dried over anhydrous sodium sulfate. The mixture was concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 0.20 g of 2-(2-ethylsulfanyl-4-trifluoromethylsulfanylphenyl)3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine (hereinafter, referred to as Compound 7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156838B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-f86d8bbd09d64d1f88924f79388f1c15 |
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| Source note | uspto-grants-2015_10 |
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