Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629780Generated: November 3, 2026

Hydrochloric Acid → 1-(1-(Benzylamino)-2,2,2-trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethyl)-cyclopropane carboxylic acid

https://huagongshe.com/reaction/1629780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium iodideHCID 66321—
ReactantMethyl 1-(1-(benzylamino)-2,2,2-trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethyl)-cyclopropane carboxylateHCID 86685871—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventEthyl AcetateHCID 8857—
Product1-(1-(Benzylamino)-2,2,2-trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethyl)-cyclopropane carboxylic acidHCID 8668587093.4%

Reaction Steps

To a solution Intermediate 14D (558 mg, 1.140 mmol) in pyridine (5.7 mL) was added lithium iodide (1.53 g, 11.4 mmol). The reaction was heated to reflux overnight. The reaction was cooled to rt and diluted with water and EtOAc. The aqueous layer was made acidic with 1 N HCl and the layers were separated. The organic layer was washed with sat'd aq NaCl, dried over MgSO4, filtered and concentrated to provide Intermediate 14E (506 mg, 84%) which was used in the next step without further purification. LCMS Anal. Calc'd for C23H23F6NO3 475.42, found [M+H] 476.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791091B2
Source datasetuspto-grants-2014_07
ORD IDord-6fb2b262846b46bea5ad56fed7dc288a
Source noteuspto-grants-2014_07