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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364766Generated: November 2, 2026

Methyl p-toluenesulfonate → (7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one

https://huagongshe.com/reaction/2364766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl p-toluenesulfonateHCID 6645—
ReactantPotassium CarbonateHCID 11430—
Reactant(7S)-2-chloro-8-isopropyl-7-ethyl-5,7-dihydropteridin-6-oneHCID 86668261—
SolventAcetoneHCID 180—
Product(7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-oneHCID 8666826281%

Reaction Steps

The crude compound (7S)-2-chloro-8-isopropyl-7-ethyl-5,7-dihydropteridin-6-one 43c (7.17 g, 28.21 mmol), methyl p-toluenesulfonate (5.77 g, 31.03 mmol) and potassium carbonate (11.70 g, 84.60 mmol) were dissolved in 40 mL of acetone. The reaction solution was stirred for 12 hours and the precipite was filtered. The filter cake was washed with dichloromethane (100 mL). The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with elution system B to obtain (7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one 43d (6.14 g, yield: 81.0%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691822B2
Source datasetuspto-grants-2014_04
ORD IDord-71fa6967355f453fb038738493e884bc
Source noteuspto-grants-2014_04