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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1657364Generated: November 3, 2026

2-Bromobenzyl bromide → 9-[(o-Bromobenzyl)oxy]-4-oxo-4H-pyrido[1,2-alpha] pyrimidine-3-carboxylic Acid, Ethyl Ester

https://huagongshe.com/reaction/1657364

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromobenzyl bromideHCID 76965—
ReactantPotassium BicarbonateHCID 516893—
ReactantEthyl 9-hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylateHCID 616445—
SolventMethyl Ethyl KetoneHCID 6569—
Product9-[(o-Bromobenzyl)oxy]-4-oxo-4H-pyrido[1,2-alpha] pyrimidine-3-carboxylic Acid, Ethyl EsterHCID 1221999285.3%

Reaction Steps

To a solution of 4.7 g of 9-hydroxy-4-oxo-4H-pyrido-[1,2-α] pyrimidine-3-carboxylic acid, ethyl ester, 7.2 g of o-bromobenzyl bromide, and 200 ml of ethyl methyl ketone is added 4.0 g of anhydrous potassium bicarbonate, and the mixture is stirred and heated under reflux for 18 hours. The cooled mixture is filtered and the filtrate is concentrated in vacuo to give a solid residue. This is recrystallized successively from 1:1 toluene-skellysolve and from 2-propanol to give about 6.9 g of the named product, m.p. about 164°-166°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03960847
Source datasetuspto-grants-1976_06
ORD IDord-416b369796bf46728bf3867162605968
Source noteuspto-grants-1976_06