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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1981507Generated: October 28, 2026

Ethyl Bromide → 3-Bromo-1-ethyl-5-(pyrimidin-4-yl)pyridin-2(1H)-one

https://huagongshe.com/reaction/1981507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantSodium MethoxideHCID 10942334—
Reactant3-Bromo-5-(pyrimidin-4-yl)pyridin-2(1H)-oneHCID 13276678—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Bromo-1-ethyl-5-(pyrimidin-4-yl)pyridin-2(1H)-oneHCID 13645096—

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of 1.9 g of sodium methoxide in 100 ml of DMF and 30 ml MeOH is added to a suspension of 8.0 g of 3-bromo-5-(4-pyrimidinyl)-2(1H)-pyridone in 100 ml of DMF. Bromoethane (2.7 ml) is added to the mixture, and the mixture is heated to 70° C. for 2 hours. After cooling the mixture to RT, the solvent is evaporated leaving a solid residue which is suspended in 500 ml of distilled H2O, filtered through charcoal and dried. The dried residue is recrystallized from isopropanol with hot filtration to yield 3-bromo-1-ethyl-5-(4-pyrimidinyl)-2-pyridone, M.P. 195°-197° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04593028
Source datasetuspto-grants-1986_06
ORD IDord-14bdbf34a60643fd9e00d0d28c6c2c35
Source noteuspto-grants-1986_06