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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888031Generated: October 31, 2026

Piperidine-1-propylamine → N-(2-aminophenyl)-4-{2-[(3-piperidin-1-ylpropyl)amino]pyrimidin-5-yl}benzamide

https://huagongshe.com/reaction/888031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidine-1-propylamineHCID 19049—
ReactantN-(2-t-butoxycarbonylaminophenyl)-4-(2-chloropyrimidin-5-yl)benzamideHCID 86599912—
SolventDimethylacetamideHCID 31374—
ProductN-(2-aminophenyl)-4-{2-[(3-piperidin-1-ylpropyl)amino]pyrimidin-5-yl}benzamideHCID 68408498—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of N-(2-t-butoxycarbonylaminophenyl)-4-(2-chloropyrimidin-5-yl)benzamide (Method 53, 80 mg, 0.19 mmol) in N,N-dimethylacetamide (3.5 ml) was added 3-aminopropylpiperidine (108 mg 0.76 mmol). The reaction mixture was stirred at 50° C. for 20 hours, before being allowed to cool. The reaction mixture was partitioned between water and ethyl acetate, before being filtered under gravity, through a Varian Chem Elut (CE1010) diatomaceous earth column. The resulting solution was then concentrated under reduced pressure and purified by flash column chromatography, eluting with methanol/dichloromethane (0-20%), to give the title compound, which was used without further purification; Mass Spectrum: M+H+ 531.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247562B2
Source datasetuspto-grants-2012_08
ORD IDord-6df7dee80a4e48a483460eaf080c52b2
Source noteuspto-grants-2012_08