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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850759Generated: October 30, 2026

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

https://huagongshe.com/reaction/1850759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactant1-methylcyclopropyl 4-((1R,2S)-2-{2-[4-(2-methoxy-2-oxoethyl)phenoxy]ethyl}cyclopropyl)piperidine-1-carboxylateHCID 70856003—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product(4-{2-[(1S,2R)-2-(1-{[(1-methylcyclopropyl)oxy]carbonyl}piperidin-4-yl)cyclopropyl]ethoxy}phenyl)acetic acidHCID 70856316—

Reaction Steps

To a solution of 1-methylcyclopropyl 4-((1R,2S)-2-{2-[4-(2-methoxy-2-oxoethyl)phenoxy]ethyl}cyclopropyl)piperidine-1-carboxylate (Example 53, Step A, 88 mg, 0.21 mmol) in a 1:1:1 mixture of THF/methanol/water (3 mL) was added lithium hydroxide (10.7 mg, 0.44 mmol) and the resulting mixture stirred for 2 h at RT. The mixture was neutralized via addition of 1N aqueous HCl until pH of 7 was obtained. The solution was then extracted with ethyl acetate (3×10 mL). The organics were combined, dried over sodium sulfate, filtered and the filtrate concentrated under reduced pressure to afford the title compound used for the next reaction without further purification. HPLC/MS; 1.22 min, 401 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957062B2
Source datasetuspto-grants-2015_02
ORD IDord-25febf6fd4b0471c97cd081c1dcee30b
Source noteuspto-grants-2015_02