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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173829Generated: October 31, 2026

Hydrochloric Acid → (S)-3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butan-1-amine

https://huagongshe.com/reaction/2173829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant(S,S)-2-methyl-N-(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)propane-2-sulfinamideHCID 67981157—
SolventMethanolHCID 887—
Product(S)-3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butan-1-amineHCID 67980909—

Reaction Steps

A cooled solution (0° C. by internal thermometer) of (S,S)-2-methyl-N-(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)propane-2-sulfinamide (74.0 g, 179 mmol) in methanol (0.90 L) was treated with 2.0M hydrochloric acid in diethylether (233 ml, 466 mmol) dropwise while maintaining the reaction temperature below 15° C. Following 1 hour, the solvent was removed in vacuo and the resulting oil was treated with diethylether to precipitate the product as a fine white solid. The solid was collected via filtration, and washed with diethylether (3×100 ml). The remaining solid was dried in vacuo. The crude material was used for further transformations.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056834B2
Source datasetuspto-grants-2015_06
ORD IDord-60c012676dce42e48c283c106ed3afe2
Source noteuspto-grants-2015_06