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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383790Generated: October 31, 2026

Sodium Hydroxide → HCID 66660016, compound

https://huagongshe.com/reaction/383790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 66660181HCID 66660181—
SolventMethanolHCID 887—
ProductHCID 66660016HCID 6666001617.1%

Reaction Steps

To the solution of methyl cis-5-[(tert-butoxycarbonyl)amino]-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyridin-2-yl]piperidine-3-carboxylate (11.0 mg) in MeOH (5 ml) was added 5 M aqueous solution of NaOH (468.0 μl) at room temperature. After stirring for 4 hours, NH4Cl was added for neutralization and the mixture was concentrated. The residue was suspended into the mixed solvent of CHCl3 and MeOH. The insoluble material was removed by filtration. The filtrate was concentrated and the residue was purified with preparative RP-HPLC. The desired fraction was neutralized by addition of aqueous solution of NH3 and concentrated. And the residue was purified again with preparative RP-HPLC (mobile phase: H2O and acetonitlile, without TFA) to give cis-5-[(tert-butoxycarbonyl)amino]-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyridin-2-yl]piperidine-3-carboxylic acid (1.82 mg) as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367690B2
Source datasetuspto-grants-2013_02
ORD IDord-6a90fe0950994e68bc06077227de4869
Source noteuspto-grants-2013_02