HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923745Generated: October 28, 2026
Sodium Bicarbonate → 2-(2-ethylsulfanylphenyl)-3-propyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine
https://huagongshe.com/reaction/923745
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 2-ethylsulfanyl-N-(2-propylamino-5-trifluoromethylpyridin-3-yl)-benzamide | HCID 67981421 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 2-(2-ethylsulfanylphenyl)-3-propyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine | HCID 89921264 | 77.1% |
Reaction Steps
A mixture of 2-ethylsulfanyl-N-(2-propylamino-5-trifluoromethyl-pyridin-3-yl)-benzamide (710 mg), p-toluenesulfonic acid monohydrate (1.1 g), and xylene (10 ml) was stirred with heating at 160° C. for 10 hours. Into the reaction mixture cooled to room temperature, saturated aqueous sodium hydrogen carbonate solution was poured, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 522 mg of 2-(2-ethylsulfanylphenyl)-3-propyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 24).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278983B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-ed5ddce634b846c986fc648256512b7f |
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| Source note | uspto-grants-2016_03 |
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