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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84395Generated: October 30, 2026

Trifluoroacetic acid → 1-(3-Fluoro-4-(2-(5-((2-methoxyethylamino)methyl)pyridin-2-yl)thieno[3,2-b]pyridine-7-yloxy)phenyl)urea

https://huagongshe.com/reaction/84395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl (6-(7-(2-fluoro-4-ureidophenoxy)thieno[3,2-b]pyridin-2-yl)pyridin-3-yl)methyl(2-methoxyethyl)carbamateHCID 57919596—
SolventDichloromethaneHCID 6344—
Product1-(3-Fluoro-4-(2-(5-((2-methoxyethylamino)methyl)pyridin-2-yl)thieno[3,2-b]pyridine-7-yloxy)phenyl)ureaHCID 2526990594.3%

Reaction Steps

To a solution of compound 288 (0.33 g, 0.581 mmol) in DCM (11.6 mL) was added TFA (0.53 mL, 6.98 mmol, 12 eq.). The reaction mixture was stirred at r.t. for 24 h, concentrated and the residue was purified by Biotage SPI Flash Purification System (eluent a gradient DCM/MeOH/NH4OH, 95/5/0.1 to 9/1/0.2) to afford 289 as a white solid (0.256 g, 0.548 mmol, 94% yield). Characterization of compound 289 is provided in the Table 6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846927B2
Source datasetuspto-grants-2014_09
ORD IDord-60bf0a0d76704c678a12977d96b674ac
Source noteuspto-grants-2014_09