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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392063Generated: October 30, 2026

Triethylamine → 1,3-dihydro-1-[2-[4-(hydroxymethyl)-1-piperidinyl]ethyl]-3-(1-methylethyl)-2H-imidazol-2-one

https://huagongshe.com/reaction/392063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-(2-chloroethyl)-1,3-dihydro-3-(1-methylethyl)-2H-imidazol-2-oneHCID 22662762—
Reactant(Piperidin-4-yl)methanol--hydrogen chloride (1/1)HCID 24191744—
SolventDimethylformamideHCID 6228—
Product1,3-dihydro-1-[2-[4-(hydroxymethyl)-1-piperidinyl]ethyl]-3-(1-methylethyl)-2H-imidazol-2-oneHCID 2266276443%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 1-(2-chloroethyl)-1,3-dihydro-3-(1-methylethyl)-2H-imidazol-2-one (12 g), 4-piperidinemethanol hydrochloride (9.1 g), N,N-diethylethanamine (21 ml) and KI (catalytic amount) in DMF (200 ml) was stirred for 20 hours at 70° C. The reaction mixture was cooled and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/(CH3OH/NH3) 95/5). The pure fractions were collected and the solvent was evaporated, yielding 6.9 g (43%) 1,3-dihydro-1-[2-[4-(hydroxymethyl)-1-piperidinyl]ethyl]-3-(1-methylethyl)-2H-imidazol-2-one (intermediate 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800628B2
Source datasetuspto-grants-2004_10
ORD IDord-11dca14c1e234c3a89cda8e68c94f30f
Source noteuspto-grants-2004_10