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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710379Generated: November 3, 2026

Lawesson's reagent → N-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-thioxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamide

https://huagongshe.com/reaction/1710379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
ReactantN-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-oxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamideHCID 178426725—
Solvent1,4-DioxaneHCID 31275—
ProductN-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-thioxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamideHCID 17842672657.1%

Reaction Steps

The title compound is analogously synthesized as described for 7-[2-(6-{4-cyano-phen-1-yl}-3H-imidazo[4,5-b]pyridin-2-yl)-ethyl]-azepan-2-thione (compound A2) from 180 mg of N-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-oxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamide (compound B8) and 146 mg of Lawesson's reagent at 100° C. for 3 hours in 20 ml of dioxane. Purification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-10 vol. % ethanol) affords 106 mg of the title compound as a colorless solid of m.p. 271° C. ESI-MS: 538.2 (MH+). TLC: Rf=0.40 (dichloromethane/ethanol 10:1 parts by volume).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790710B2
Source datasetuspto-grants-2010_09
ORD IDord-2b763e6cfa7c435ca32f53d519283ba0
Source noteuspto-grants-2010_09