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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230213Generated: October 31, 2026

Hydrochloric Acid → 1-[2-(Phenylthio)ethyl]-7-pyridin-4-yl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one hydrochloride

https://huagongshe.com/reaction/230213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant((2-Bromoethyl)thio)benzeneHCID 78553—
Reactant7-pyridin-4-yl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-oneHCID 135584189—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-[2-(Phenylthio)ethyl]-7-pyridin-4-yl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one hydrochlorideHCID 68870093—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension of 0.2 g (0.93 mmol) of 7-pyridin-4-yl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one in ml of anhydrous N,N-dimethylformamide was added 48.5 mg (1.21 mmol) of sodium hydride (60% suspension in mineral oil) and the resulting mixture was heated at 70° C. during 30 min. There was added 0.32 g (1.49 mmol) of 2-bromoethyl phenyl sulfide and heating was continued at 130° C. during 1 h. Water was added to the cooled mixture and the resulting solution extracted with ethyl acetate. The combined extracts were washed with water and evaporated. The crude product was purified by chromatography on silica gel eluting with a mixture of dichloromethane/methanol/diethylamine in the proportions 98/2/0.2 to obtain pure compound as free base. The compound was converted to the hydrochloride salt by addition of hydrochloric acid to an isopropylic solution of the free base. There is obtained 0.11 g of product as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566720B2
Source datasetuspto-grants-2009_07
ORD IDord-93ba5685077d49868d153f885215d3fd
Source noteuspto-grants-2009_07