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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20237Generated: October 25, 2026

Methyl iodide → Benzyl 4-[3-(2-methoxyethyl)-2-oxotetrahydropyrimidin-1(2H)-yl]piperidin-1-carboxylate

https://huagongshe.com/reaction/20237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactantbenzyl 4-[3-(2-hydroxyethyl)-2-oxotetrahydropyrimidin-1(2H)-yl]piperidin-1-carboxylateHCID 68420920—
SolventAmmoniaHCID 222—
SolventTetrahydrofuranHCID 8028—
ProductBenzyl 4-[3-(2-methoxyethyl)-2-oxotetrahydropyrimidin-1(2H)-yl]piperidin-1-carboxylateHCID 68420480—

Reaction Steps

Sodium hydride (60% in oil; 71 mg) was added under ice-cooling to a solution of benzyl 4-[3-(2-hydroxyethyl)-2-oxotetrahydropyrimidin-1(2H)-yl]piperidin-1-carboxylate (0.59 g) obtained in Example 39a) in THF (30 mL), and the mixture was stirred at room temperature for 30 minutes. Methyl iodide (0.11 mL) was added to the reaction mixture, followed by stirring at room temperature for 15 hours. The reaction solution was diluted with an aqueous saturated ammonia solution to separate the organic layer. The organic layer was washed with saturated saline solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the title compound (0.60 g, quantitative) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745623B2
Source datasetuspto-grants-2010_06
ORD IDord-f8b172c079f04b0eba0985053dc9f32f
Source noteuspto-grants-2010_06