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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1442505Generated: October 26, 2026

Sodium Methoxide → 5-(2-(Methylthio)ethoxy)pyrimidin-2-amine

https://huagongshe.com/reaction/1442505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantN-(5-(2-(methylthio)ethoxy)pyrimidin-2-yl)hexanamideHCID 57346489—
SolventMethanolHCID 887—
Product5-(2-(Methylthio)ethoxy)pyrimidin-2-amineHCID 5833965365.9%

Reaction Steps

N-{5-[2-(Methylthio)ethoxy]pyrimidin-2-yl}hexanamide (6.80 g, 24 mmol) was suspended in methanol (68 mL), the suspension was added with sodium methoxide (1 M solution in methanol, 120 mL, 120 mmol), the substances in the suspension were dissolved on an oil bath at 60° C., and the solution was stirred at the same temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, the resulting residue was extracted with chloroform and water, and the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was washed with ether-hexane, and taken by filtration to obtain 5-[2-(methylthio)ethoxy]pyrimidin-2-amine (2.93 g, 59%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659271B2
Source datasetuspto-grants-2010_02
ORD IDord-b66d83fbb7e2433aa57672f39f7fb742
Source noteuspto-grants-2010_02