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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952477Generated: November 2, 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/1952477

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 SP1 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 numberUS08404846B2
Source datasetuspto-grants-2013_03
ORD IDord-2baff77bf4fa479d8526a9bd45da9fb8
Source noteuspto-grants-2013_03