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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298424Generated: October 29, 2026

Citric Acid → HCID 9825123, compound

https://huagongshe.com/reaction/2298424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 9848045HCID 9848045—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 9825123HCID 982512388.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

LiOH (3.75 g, 0.1566 mol) dissolved in a minimum amount of water was added to (S)-1-[2-(1-phenylethylamino)pyrimidin-4-yl]-2-(3-trifluoromethylphenyl)-1H-imidazole-4-carboxylic acid ethyl ester (4.2 g, 0.0087 mol) in 20 mL THF. 3 mL MeOH was added and the solution warmed to 60° C. for 45 min. After cooling to room temperature, the reaction was acidified with pH 4.5 citric acid solution (buffered with NaOH) and extracted with ethyl acetate (2×150 mL). The ethyl acetate was dried over anhydrous magnesium sulfate and concentrated to give 3.5 g of a solid. The solid was stirred vigorously for 30 minutes as a slurry in Et2O and filtered to give the title compound (2.5 g ) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492516B1
Source datasetuspto-grants-2002_12
ORD IDord-8ab78990d9dc43a19aba02e59ccd7fe8
Source noteuspto-grants-2002_12