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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant3-Chloro-2-fluoro-5-(trifluoromethyl)pyridineHCID 1268075—
ReactantHCID 67455816HCID 67455816—
SolventEthanolHCID 702—
Product1-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amideHCID 67458346—

Reaction Conditions

Temperature175 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629157B2
Source datasetuspto-grants-2014_01
ORD IDord-7db17c660c714c0eab8397d3ea7c2c51
Source noteuspto-grants-2014_01