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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184943Generated: November 3, 2026

Trifluoroacetic acid → Sorafenib related compound 10

https://huagongshe.com/reaction/1184943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 57541570HCID 57541570—
SolventDichloromethaneHCID 6344—
ProductSorafenib related compound 10HCID 5977292590%

Reaction Conditions

Temperature50 °C

Reaction Steps

At room temperature, tert-butyl 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl) ureido)phenoxy)picolinate (1.4 g, 2.76 mmol) was dissolved in dichloromethane (20 mL). To the resulted solution, trifluoroacetic acid (20 mL) and triethylsilane (0.5 mL) were added. The resulted mixture was heated to 50° C. and stirred for 16 hours. The solvent was removed under reduced pressure, and water (50 mL) and ethyl acetate (70 mL) were added. The resulted mixture was separsted and the organic phase was removed. The aqueous layer was filtered and the solid was washed with water (30 mL×2). The solid was dried under vacumn to give the title compound (1.1 g, purity 97%, yield 90%) as a light green solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669369B2
Source datasetuspto-grants-2014_03
ORD IDord-8cf10e22a5214a1e980186e7f998e615
Source noteuspto-grants-2014_03