HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201366Generated: October 29, 2026
Sodium Bicarbonate → HCID 117989537, compound
https://huagongshe.com/reaction/2201366
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 118148713 | HCID 118148713 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 117989537 | HCID 117989537 | 7.1% |
Reaction Steps
A mixture of 1.94 g of 4-ethylsulfanylpyrimidine-5-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide, 2.07 g of p-toluenesolufonic acid-hydrate and 5 ml of NMP was heated and stirred at 150° C. for 2 hours. A saturated aqueous sodium bicarbonate solution was poured to the cooled reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 130 mg of 2-(4-ethylsulfanylpyrimidin-5-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter, referred to as Compound of Present Invention 14).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09364000B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-e946734c33184185bca1ada4c8d068d9 |
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| Source note | uspto-grants-2016_06 |
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