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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633632Generated: October 30, 2026

Citric Acid → HCID 71186280, compound

https://huagongshe.com/reaction/633632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantDiethyl EtherHCID 3283—
ReactantHCID 86675959HCID 86675959—
ReactantHCID 178418816HCID 178418816—
CatalystFerric acetylacetonateHCID 5483663—
SolventTetrahydrofuranHCID 8028—
ProductHCID 71186280HCID 7118628051%

Reaction Steps

Under argon and at 0° C., 2.0 ml of a 2.0 M solution of isobutylmagnesium bromide in tetrahydrofuran were slowly added dropwise to a degassed solution of 1.50 g of 7-chloro-5-(4-chlorobenzyl)-2-(4-methoxy-3,5-dimethylphenyl)oxazolo[5,4-d]pyrimidine and 65 mg of iron(III) acetylacetonate in 20 ml of dry tetrahydrofuran. After 15 min at 0° C., diethyl ether was added to the reaction mixture, and 10% strength aqueous citric acid solution was added with ice cooling. The phases were separated, and the aqueous phase was extracted twice with diethyl ether. The combined organic phases was washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. From the crude product, 0.80 g (51%) of the title compound was isolated after reprecipitation from acetonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321787B2
Source datasetuspto-grants-2016_04
ORD IDord-db3ce5c3def84491bdc828864e38e6d7
Source noteuspto-grants-2016_04