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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931298Generated: November 1, 2026

Lithium Hydroxide → HCID 178525787, compound

https://huagongshe.com/reaction/931298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant(R)-ethyl 1-(2-(1-(4-chloro-1H-pyrazol-1-yl)cyclopropyl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidine-3-carboxylateHCID 178472506—
SolventOxolane--water (1/1)HCID 21881883—
ProductHCID 178525787HCID 17852578767.1%

Reaction Steps

Lithium hydroxide (27.6 mg, 1.1 mmol) was added to a solution of (R)-ethyl 1-(2-(1-(4-chloro-1H-pyrazol-1-yl)cyclopropyl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidine-3-carboxylate (300 mg, 0.77 mmol) in tetrahydrofuran/water (1:1, 6 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 h. The solvent was removed under reduced pressure. The residue was dissolved in water and the pH was adjusted to 6 using aqueous hydrogen chloride (1N). The mixture was extracted with ethyl acetate. The organics were dried over sodium sulfate, filtered and concentrated under reduced pressure to afford (R)-1-(2-(1-(4-chloro-1H-pyrazol-1-yl)cyclopropyl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidine-3-carboxylic acid (200 mg). MS (ES+APCI) (M+H) 387.1; LCMS retention time 3.432 min (Method S1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296745B2
Source datasetuspto-grants-2016_03
ORD IDord-090979bb47504e798107668a731b5ac9
Source noteuspto-grants-2016_03