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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734606Generated: October 27, 2026

Iodoethane → 1-Ethyl-3-(3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)-2-imidazolidinone hydrochloride

https://huagongshe.com/reaction/734606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
ReactantGSK163090 (dihydrochloride)HCID 49836021—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product1-Ethyl-3-(3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)-2-imidazolidinone hydrochlorideHCID 57444368—

Reaction Steps

To a stirred solution of 1-(3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)-2-imidazolidinone (Example 85, 50 mg) in DMF (1 mL) was added sodium hydride (60%, 10 mg). The mixture was stirred for 15 minutes, then iodoethane (11 □L) was added. The mixture was stirred for 90 minutes then diluted with methanol (5 mL) and purified by ion exchange chromatography [SCX-2; MeOH—(1M NH3/MeOH): (100:0) →(0:100)]. The basic washings were concentrated in vacuo and purified by column chromatography [SiO2; cyclohexane-EtOAc-MeOH: (1:1:0)→(0:10:1)] and converted to the hydrochloride salt according to the description given in the general procedure (D6) to give the title compound (49 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592346B2
Source datasetuspto-grants-2009_09
ORD IDord-4c4c2cf9e1bb419181c1e4415658bfe8
Source noteuspto-grants-2009_09