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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364665Generated: October 26, 2026

Methyl p-toluenesulfonate → (R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one

https://huagongshe.com/reaction/2364665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl p-toluenesulfonateHCID 6645—
ReactantPotassium CarbonateHCID 11430—
Reactant(R)-2-chloro-8-cyclopentyl-7-ethyl-7,8-dihydropteridin-6(5H)-oneHCID 24739252—
SolventAcetoneHCID 180—
Product(R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-oneHCID 2482041393%

Reaction Steps

(7R)-2-Chloro-8-cyclopentyl-7-ethyl-7,8-dihydro-5H-pteridin-6-one 1n (3.50 g, 12.50 mmol) was dissolved in 80 mL of acetone followed by the addition of methyl p-toluenesulfonate (3.40 g, 18.70 mmol) and potassium carbonate (3.45 g, 25 mmol). The resulting mixture was heated to reflux for 2 hours with stirring and then cooled down to room temperature. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (7R)-2-chloro-8-cyclopentyl-7-ethyl-5-methyl-5H-pteridin-6-one 1o (3.40 g, yield: 93.0%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691822B2
Source datasetuspto-grants-2014_04
ORD IDord-47c812ca098941d6b7e6cd29f500850e
Source noteuspto-grants-2014_04