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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281386Generated: November 1, 2026

1-Butanol → 1-(4-(4-(4-(4-(Aminomethyl)piperidin-1-yl)-5-fluoropyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone

https://huagongshe.com/reaction/2281386

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantAcetonitrileHCID 6342—
ReactantTriethylamineHCID 8471—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Reactant1-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-oneHCID 736269—
Product1-(4-(4-(4-(4-(Aminomethyl)piperidin-1-yl)-5-fluoropyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanoneHCID 44467319—

Reaction Steps

A mixture of 2,4-dichloro-5-fluoropyrimidine (167 mg, 1.00 mmol), 4-N-Boc-aminomethyl piperidine (214 mg, 1.00 mmol) and triethylamine (0.300 mL, 2.15 mmol) in CH3CN (4 mL) was stirred at room temperature for 20 h. It was concentrated in vacuo. The residue was dissolved in nBuOH (6 mL). 2 mL of the nBuOH solution was taken, to which 1-(4-(4-aminophenyl)piperazin-1-yl)ethanone (108 mg, 0.49 mmol) was added. The solution was stirred at 116° C. for 20 h. nBuOH was removed in vacuo. The residue was dissolved in TFA (2 mL). After being stirred at room temperature for 2 h, TFA was removed in vacuo. The residue was purified by HPLC to give the titled compound (43 mg). MS 428.6 (M+H); UV 206.8, 265.8 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-657bdb18136f47e28fdc88b5e1b3b521
Source noteuspto-grants-2015_09