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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7416Generated: October 26, 2026

Sodium Iodide → Ethyl 2-(2,3-dihydro-1H-indol-1-yl)-4-[(4-methoxybenzyl)oxy]-5-pyrimidinecarboxylate

https://huagongshe.com/reaction/7416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
ReactantHCID 178418799HCID 178418799—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-(2,3-dihydro-1H-indol-1-yl)-4-[(4-methoxybenzyl)oxy]-5-pyrimidinecarboxylateHCID 2199043278%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of ethyl 4-hydroxy-2-(2,3-dihydro-1H-indol-1-yl)-5-pyrimidinecarboxylate (500 mg, 1.75 mmol) in N,N-dimethylformamide (10 mL) were added potassium carbonate (500 g, 4 mmol), sodium iodide (300 mg, 2 mmol) and 4-methoxybenzyl chloride (0.29 mL, 2 mmol), and the mixture was stirred at 80° C. for 18 h. The reaction mixture was allowed to cool to room temperature and water was added. The precipitated crystals were collected by filtration, washed several times with cold water and cold ether, and dried to give the title compound (550 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087597B1
Source datasetuspto-grants-2006_08
ORD IDord-4b9b0f31ba6b4ff9aace7ffd9d916a47
Source noteuspto-grants-2006_08