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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027716Generated: November 4, 2026

Citric Acid → Benzyl 3-{4-[5-(3-chlorophenoxy)oxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}cyclobutanecarboxylate

https://huagongshe.com/reaction/1027716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant3-ChlorophenolHCID 7933—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzyl 3-[4-(5-methanesulfonyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]cyclobutanecarboxylateHCID 71203355—
SolventDimethylformamideHCID 6228—
ProductBenzyl 3-{4-[5-(3-chlorophenoxy)oxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}cyclobutanecarboxylateHCID 71225588—

Reaction Conditions

Temperature60 °C

Reaction Steps

48 mg of potassium carbonate and 20 mg of 3-chlorophenol were added to a solution of 70 mg of benzyl 3-[4-(5-methanesulfonyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]cyclobutanecarboxylate in 5 ml of N,N-dimethylformamide. The reaction mixture was stirred at room temperature for 1.5 h and at 60° C. for a further 4 h. For work-up, 10% strength aqueous citric acid solution was added, and the reaction was extracted with dichloromethane. The combined organic phases were concentrated and dried under reduced pressure. This gave 77 mg (100%) of the title compound, which was reacted further without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735402B2
Source datasetuspto-grants-2014_05
ORD IDord-d1aea7276bd4416d8bf60e95a8db2d27
Source noteuspto-grants-2014_05