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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419651Generated: October 30, 2026

Hydrochloric Acid → N-(2,6-Difluorophenyl)-5-(3-(2-(5-ethyl-4-(4-(4-(methanesulfonyl)piperazin-1-yl)piperidin-1-yl)-2-methoxyanilino)pyrimidin-4-yl)imidazo(1,2-a)pyridin-2-yl)-2-methoxybenzamide

https://huagongshe.com/reaction/419651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-(3-(2-chloropyrimidin-4-yl)imidazo[1,2-a]pyridin-2-yl)-N-(2,6-difluorophenyl)-2-methoxybenzamideHCID 59452590—
Reactant5-Ethyl-2-methoxy-4-(4-(4-(methylsulfonyl)piperazin-1-yl)piperidin-1-yl)anilineHCID 59453003—
Solvent2,2,2-TrifluoroethanolHCID 6409—
ProductN-(2,6-Difluorophenyl)-5-(3-(2-(5-ethyl-4-(4-(4-(methanesulfonyl)piperazin-1-yl)piperidin-1-yl)-2-methoxyanilino)pyrimidin-4-yl)imidazo(1,2-a)pyridin-2-yl)-2-methoxybenzamideHCID 2512481658.7%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 5-[3-(2-chloro-4-pyrimidinyl)imidazo[1,2-a]pyridin-2-yl]-N-(2,6-difluorophenyl)-2-(methyloxy)benzamide (Intermediate Example 2) (0.60 g, 1.22 mmol), 5-ethyl-2-(methyloxy)-4-{4-[4-(methylsulfonyl)-1-piperazinyl]-1-piperidinyl}aniline (Example 206, Step B) (0.48 g, 1.22 mmol) and HCl (4N,1,4-Dioxane, 0.61 mL, 2.44 mmol) in trifluoroethanol (15 mL) was heated at 170° C. for 40 min in the microwave. The reaction mixture was concentrated onto silica gel and purified by flash column chromatography. Recrystallization from DCM and EtOH afforded the title compound N-(2,6-difluorophenyl)-5-(3-{2-[(5-ethyl-2-(methyloxy)-4-{4-[4-(methylsulfonyl)-1-piperazinyl]-1-piperidinyl}phenyl)amino]-4-pyrimidinyl}imidazo[1,2-a]pyridin-2-yl)-2-(methyloxy)benzamide (0.61 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093239B2
Source datasetuspto-grants-2012_01
ORD IDord-89ae152060a84c7cb1ce013cb2b51444
Source noteuspto-grants-2012_01