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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580319Generated: October 30, 2026

Propargyl alcohol → 4-Methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine

https://huagongshe.com/reaction/580319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl alcoholHCID 7859—
ReactantSodium hydrideHCID 24758—
Reactantpropiolic acid, sodium saltHCID 4314123—
Reactant4-Chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidineHCID 14253254—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
Product4-Methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidineHCID 1425314483%

Reaction Steps

To a solution of propargyl alcohol (0.82 g) in anhydrous tetrahydrofuran (80 ml) was added 60 % oily sodium hydride (0.58 g) to prepare sodium propargylate. To this solution was added at room temperature 4-chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (3 g). The mixture was stirred for one hour and then concentrated under reduced pressure. To the redidue obtained was added chloroform (100 ml). The mixture was washed twice with water (30 ml each) and dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The crystalline residue obtained was washed with hexane to obtain 4-methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine (2.7 g, yield: 83 %).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04752608
Source datasetuspto-grants-1988_06
ORD IDord-87d822a5db91496b9970effadab1d49f
Source noteuspto-grants-1988_06