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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474662Generated: November 3, 2026

Hydrochloric Acid → [4-(2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethoxy)phenyl]acetic acid

https://huagongshe.com/reaction/1474662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl [4-(2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethoxy)phenyl]acetateHCID 89583877—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product[4-(2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethoxy)phenyl]acetic acidHCID 89582225—

Reaction Steps

Methyl [4-(2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethoxy)phenyl]acetate (20 mg, 0.047 mmol) in 3 ml THF was added 1 ml methanol and 1 ml water. Lithium hydroxide (5.6 mg, 0.23 mmol) was added to the mixture, and the mixture was stirred at RT overnight. 1 M hydrochloric acid was added to adjust the pH to 4. The volatiles were removed under vacuum, and the remaining aqueous layer was extracted with dichloromethane (3×10 ml). The organics were combined, dried over magnesium sulphate, filtered, and the filtrate concentrated under reduced pressure to afford the title compound. LC/MS (m/z) 416.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018224B2
Source datasetuspto-grants-2015_04
ORD IDord-b7c47b45d4f6480dbecdb373c54416e6
Source noteuspto-grants-2015_04