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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418731Generated: October 25, 2026

Ammonium Chloride → 3-Fluoro-4-(2-(5-((4-methylpiperazin-1-yl)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)aniline

https://huagongshe.com/reaction/418731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant7-(2-Fluoro-4-nitrophenoxy)-2-(5-((4-methylpiperazin-1-yl)methyl)pyridin-2-yl)thieno[3,2-b]pyridineHCID 59457710—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product3-Fluoro-4-(2-(5-((4-methylpiperazin-1-yl)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)anilineHCID 59457721100%

Reaction Steps

To a solution of 401 (306 mg, 0.64 mmol) and NH4Cl (30 mg, 0.54 mmol) in 2:1 EtOH/water (10.5 mL) was added iron powder (304 mg, 5.43 mmol) and the suspension was heated to reflux for 1 hour. The reaction mixture was filtered through celite and concentrated to provide title compound 396, that was used without further purification (343 mg, 100% yield). MS (m/z): (M+1) 450.0 (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093264B2
Source datasetuspto-grants-2012_01
ORD IDord-e1a041ef2da04cb3a08ba17f9c7c1c51
Source noteuspto-grants-2012_01