HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533674Generated: October 29, 2026
Methylamine → N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine
https://huagongshe.com/reaction/533674
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 2-Chloro-5-((trifluoromethyl)sulfanyl)pyridine | HCID 75406410 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine | HCID 67982149 | — |
Reaction Steps
To a mixture of 2-chloro-5-trifluoromethylsulfanylpyridine (1.71 g) and NMP (16 ml), 40% of aqueous methylamine solution (1.86 g) was added dropwise, and then the mixture was heated to 60° C., and stirred with heating for 2 hours. After the mixture was cooled to room temperature, potassium carbonate (1.66 g) was added thereto, and 40% of aqueous methylamine solution (1.86 g) was added dropwise. The mixture was heated to 60° C., and stirred with heating for further 2 hours. After the mixture was cooled to room temperature, water was poured, and extracted with ethyl acetate. The combined organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 1.52 g of methyl-(5-trifluoromethylsulfanylpyridine-2-yl)-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853238B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-1f353d1377f24a67ac36b4b0414857db |
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| Source note | uspto-grants-2014_10 |
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