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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373593Generated: October 30, 2026

Diisopropylethylamine → Gsk163090

https://huagongshe.com/reaction/2373593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Methyl-5-piperazin-1-yl-quinolineHCID 49851901—
Reactant2-[3-(2-Oxo-1-imidazolidinyl)phenyl]ethyl methanesulfonateHCID 57444297—
SolventAcetonitrileHCID 6342—
ProductGsk163090HCID 1129293370%

Reaction Conditions

Temperature75 °C

Reaction Steps

2-[3-(2-Oxo-1-imidazolidinyl)phenyl]ethyl methanesulfonate (1.32 wt) and 2-methyl-5-(1-piperazinyl)quinoline (1 wt.) were suspended in acetonitrile (5 vol) at room temperature under nitrogen. Diisopropylethylamine (1.53 vol) was added dropwise over 30 minutes, and the mixture was then stirred at 75° C. for 4 hours. The reaction mixture was cooled to room temperature, concentrated to 2 vol, and diluted with ethyl acetate (7 vol). The organic layer was washed with saturated aqueous ammonium chloride solution (2×3 vol), followed by water (1×3 vol). The organic layer was evaporated to dryness, yielding the title compound as a brown foam (70% th).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459456B2
Source datasetuspto-grants-2008_12
ORD IDord-7c4a081ee71b4ce4a540157d1d8962a5
Source noteuspto-grants-2008_12