HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3,3,3-Trifluoro-N-[4-methyl-2-(pyridin-3-yl)-1,3-thiazol-5-yl]propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,3,3-Trifluoropropionyl chloride | HCID 2783343 | — |
| Reactant | 4-Methyl-2-(pyridin-3-yl)-1,3-thiazole-5-amine | HCID 66645345 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,3,3-Trifluoro-N-[4-methyl-2-(pyridin-3-yl)-1,3-thiazol-5-yl]propanamide | HCID 53482976 | — |
Reaction Steps
286 mg (1.49 mmol) of 4-methyl-2-(pyridin-3-yl)-1,3-thiazole-5-amine were dissolved in THF, 0.52 ml of triethylamine was added, and 263 mg of trifluoropropionyl chloride were added while cooling with an ice bath. The mixture was stirred at room temperature overnight and then concentrated. Ethyl acetate, saturated sodium chloride solution and aqueous phosphate buffer pH=7 were added to the residue, the aqueous phase was extracted twice with ethyl acetate, and the combined organic phases were dried over Na2SO4 and concentrated. The residue was purified by chromatography (silica gel, cyclohexane, acetone).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339032B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-02aba1381fe9413e960d5337e11df2c6 |
| Source note | uspto-grants-2016_05 |