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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633619Generated: October 31, 2026

Citric Acid → HCID 71203162, compound

https://huagongshe.com/reaction/633619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium hydrideHCID 24758—
Reactant3,3,3-Trifluoro-1-propanolHCID 137512—
ReactantHCID 71186232HCID 71186232—
SolventDimethylformamideHCID 6228—
ProductHCID 71203162HCID 7120316210.1%

Reaction Steps

116 mg of 3,3,3-trifluoropropan-1-ol were added to 46 mg of sodium hydride (60% pure in mineral oil) in 1.5 ml of dry N,N-dimethylformamide. After 5 min, 111 mg of tert-butyl [4-(5-methanesulfonyl-7-propyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate were added, and the reaction was stirred initially at room temperature for 2 h and then at 80° C. for 15 min. For work-up, saturated aqueous citric acid solution was added, and the reaction was extracted three times with ethyl acetate. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by preparative HPLC gave 12 mg (10%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321787B2
Source datasetuspto-grants-2016_04
ORD IDord-cb626f5058fe4bd7901cb3ee91cec591
Source noteuspto-grants-2016_04