HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052935Generated: November 1, 2026
Methylamine → N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine
https://huagongshe.com/reaction/1052935
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
1.86 g of a 40% aqueous methylamine solution was added dropwise to a mixture of 1.71 g of 2-chloro-5-trifluoromethylsulfanylpyridine and 16 ml of NMP, and then the mixture was heated to 60° C. and heated and stirred for 2 hours. After cooling the mixture to room temperature, 1.66 g of potassium carbonate was added, and 1.86 g of a 40% aqueous methylamine solution was added dropwise. The mixture was heated to 60° C. and further heated and stirred for 2 hours. After cooling the mixture to room temperature, water was added, and the mixture was extracted with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 1.52 g of methyl-(5-trifluoromethylsulfanylpyridin-2-yl)-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09392791B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-6f2af1db652448d6aa2cd8d25f746783 |
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| Source note | uspto-grants-2016_07 |
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