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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476141Generated: October 30, 2026

Hydrochloric Acid → HCID 58288237, compound

https://huagongshe.com/reaction/1476141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 58288422HCID 58288422—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58288237HCID 58288237—

Reaction Conditions

Temperature0 °C

Reaction Steps

300 mg (0.633 mmol) of ethyl 3-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-fluorophenyl)-2-methylpropanoate (diastereomer mixture) were dissolved in a mixture of in each case 1.0 ml of methanol, THF and water, and 265.5 mg (6.33 mmol) of lithium hydroxide were added at 0° C. The mixture was stirred initially at 0° C. for 1 h and then at RT for 1 h. The solution was then diluted with water and acidified with 1 N hydrochloric acid (pH about 2). The aqueous phase was extracted three times with diethyl ether and once with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated under reduced pressure. This gave 294 mg (99.7% of theory) of the title compound as a mixture of four diastereomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018414B2
Source datasetuspto-grants-2015_04
ORD IDord-7c872505ba4f48bc9f9d4639cfb0e419
Source noteuspto-grants-2015_04