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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418733Generated: October 25, 2026

Ammonium Chloride → 4-(2-(5-((Dimethylamino)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluoroaniline

https://huagongshe.com/reaction/418733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-(6-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)pyridin-3-yl)-N,N-dimethylmethanamineHCID 58790385—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product4-(2-(5-((Dimethylamino)methyl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluoroanilineHCID 58790339123.2%

Reaction Steps

To a solution of 402 (308 mg, 0.72 mmol) and NH4Cl (33 mg, 061 mmol) in 2:1 EtOH/water (9 mL) was added iron powder (345 mg, 6.17 mmol) and the suspension was heated to reflux for 1 hour. The reaction mixture was filtered through celite and concentrated to provide title compound 397 (350 mg, quantitative yield), that was used without further purification. MS (m/z): (M+1) 395.1 (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093264B2
Source datasetuspto-grants-2012_01
ORD IDord-0fe27a065ef341329049b53c565cad3d
Source noteuspto-grants-2012_01