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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019740Generated: October 30, 2026

Trifluoroacetic acid → 1-{3-Chloro-4-[2-(2,4-difluoro-benzylamino)-ethoxy]-phenyl}-3-(5-cyano-pyrazin-2-yl)-urea

https://huagongshe.com/reaction/1019740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 2-(2-chloro-4-(3-(5-cyanopyrazin-2-yl)ureido)phenoxy)ethyl(2,4-difluorobenzyl)carbamateHCID 67469007—
SolventTetrahydrofuranHCID 8028—
Product1-{3-Chloro-4-[2-(2,4-difluoro-benzylamino)-ethoxy]-phenyl}-3-(5-cyano-pyrazin-2-yl)-ureaHCID 5459689710.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of tert-butyl 2-(2-chloro-4-(3-(5-cyanopyrazin-2-yl)ureido)phenoxy)ethyl-(2,4-difluorobenzyl)carbamate (0.53 g, 0.95 mmol) in tetrahydrofuran (5 mL) at 0° C. was added trifluoroacetic acid (1.19 g, 9.5 mmol), and the resulting mixture was heated at 40° C. for 12 hours. The solvent was removed under reduced pressure to leave a residue that was purified by preparative HPLC (Preparative HPLC Method 1) to give the title compound (44 mg, 10%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716287B2
Source datasetuspto-grants-2014_05
ORD IDord-18a7e7958bc24cd3aed2a87869150310
Source noteuspto-grants-2014_05