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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666444Generated: October 30, 2026

Trifluoroacetic acid → 2-(2-Chloro-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/1666444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-(4-chloro-3-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylateHCID 66875839—
SolventDichloromethaneHCID 6344—
Product2-(2-Chloro-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridineHCID 66875465113.6%

Reaction Steps

To a solution of tert-butyl 4-(4-chloro-3-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (280 mg, 0.597 mmol) in CH2Cl2 (3 mL) cooled to 0° C. was added TFA (0.46 mL, 5.97 mmol). The resulting mixture was stirred for 2 h at RT. The reaction was concentrated and then partitioned between saturated NaHCO3 solution and CH2Cl2. The organic extract was dried over Na2SO4, and concentrated under reduced pressure to give the title compound (250 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044052B2
Source datasetuspto-grants-2011_10
ORD IDord-02e3161af27a4b65baf78c3b85f6c8ab
Source noteuspto-grants-2011_10