HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469709Generated: October 25, 2026
Hydrochloric Acid → 1-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide
https://huagongshe.com/reaction/469709
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine | HCID 1268075 | — |
| Reactant | HCID 67455816 | HCID 67455816 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide | HCID 67458346 | — |
Reaction Steps
A microwave reaction vessel is charged with (S)-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride, 3-chloro-2-fluoro-5-trifluoromethylpyridine, triethylamine and ethanol. The mixture is heated in a microwave reactor at 175° C. for 1 h, maintaining the watts at 60 to keep the reactor from shutting down. The reaction is cooled to room temperature and concentrated in vacuo to afford an oil which is purified by reverse phase preparative HPLC. Product fractions are combined and concentrated in vacuo to afford title compound (64.4 mg). ESI m/z 417 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629157B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-7db17c660c714c0eab8397d3ea7c2c51 |
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| Source note | uspto-grants-2014_01 |
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