Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340657Generated: October 25, 2026

2-Aminopyrimidine → 2-(4-Hydroxy-3-methoxyphenyl)imidazo[1,2-a]pyrimidine

https://huagongshe.com/reaction/340657

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminopyrimidineHCID 7978—
Reactant2-Bromo-1-(4-hydroxy-3-methoxyphenyl)ethan-1-oneHCID 13542258—
SolventAcetonitrileHCID 6342—
Product2-(4-Hydroxy-3-methoxyphenyl)imidazo[1,2-a]pyrimidineHCID 6981045662.2%

Reaction Conditions

Temperature65 °C

Reaction Steps

To 30 ml of an acetonitrile solution of 3.9 g (16 mmol) of 4′-hydroxy-3′-methoxy-2-bromoacetophenone was added 3.2 g (34 mmol) of 2-aminopyrimidine, and the mixture was stirred at 65° C. for 2 hours. The precipitated crystals were suction filtered and dissolved in 100 ml of 50% methanol. This solution was mixed with 1.3 g of sodium hydrogencarbonate and stirred at room temperature for 10 minutes. The precipitated crystals were suction filtered, and recrystallized from 50 ml of 50% methanol, thereby giving 2.4 g of 2-(4-hydroxy-3-methoxyphenyl)imidazo[1,2-a]pyrimidine in an yield of 62%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895599B2
Source datasetuspto-grants-2014_11
ORD IDord-59315116c28b4b959b943af348105111
Source noteuspto-grants-2014_11