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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458988Generated: November 2, 2026

Formaldehyde → 1-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-(3,5-dichlorophenyl)-1-piperazinyl]-1-propanone hydrochloride

https://huagongshe.com/reaction/1458988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantHCID 13059027HCID 13059027—
Reactant1-(2-Pyrimidinyl)-4-acetyl-5-methylpyrazoleHCID 15456375—
SolventEthanolHCID 702—
Product1-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-(3,5-dichlorophenyl)-1-piperazinyl]-1-propanone hydrochlorideHCID 2209727791.5%

Reaction Steps

1.75 g of 4-acetyl-1-(2-pyrimidinyl)-5-methylpyrazole was dissolved in 150 ml of ethanol and 2.21 g of 3,5-dichlorophenylpiperazine hydrochloride and 740 mg of paraformaldehyde were added thereto. The obtained mixture was heated under reflux for 24 hours. Further, 300 mg of paraformaldehyde was added and the obtained mixture was heated under reflux for 15 hours. Then the ethanol was almost halved by evaporation and the precipitate was filtered followed by the addition of chloroform thereto. Next, it was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate. After evaporating the solvent, the residue was purified by silica gel column chromatography (silica gel 90 g, chloroform:methanol=50:1). Then the obtained product was converted into hydrochloride by adding 1N hydrochloric acid and recrystallized from ethanol to thereby give 1.82 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05852019
Source datasetuspto-grants-1998_12
ORD IDord-405e0a590ea44f768d04eadb35cbb06d
Source noteuspto-grants-1998_12