HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984715Generated: November 2, 2026
Triethylamine → 2-(2-Acetylaminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide
https://huagongshe.com/reaction/1984715
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Acetylamino-4-methanesulfonyloxymethylpyridine | HCID 23151034 | — |
| Reactant | N-(3,5-Dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamide | HCID 23151038 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-Acetylaminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide | HCID 11188964 | 81% |
Reaction Steps
Or the compound is also synthesized in the following method. N-(3,5-Dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamide (Reference compound No. 10-1, 200 mg, 0.77 mmol) and 2-acetylamino-4-methanesulfonyloxymethylpyridine (Reference compound No. 13-1, 190 mg, 0.77 mmol) were suspended in N,N-dimethylformamide (2.0 mL) under ice-cooling and under nitrogen atmosphere, then triethylamine (0.22 mL, 1.5 mmol) was added thereto, and then the mixture was stirred for 2 hours at room temperature. Ethyl acetate (40 mL) was added to the reaction mixture, and then the whole was washed with water (30 mL) and brine (20 mL). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting solid was filtered off with the solvent mixture consisting of diisopropyl ether and ethyl acetate and dried under reduced pressure at 40° C. to give 250 mg of the target compound as a pale yellow solid. (Yield 81%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544703B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-748807e7a21b424fa1335d34d34145fb |
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| Source note | uspto-grants-2009_06 |
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