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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383788Generated: October 31, 2026

Tetrahydrofuran → trans-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylic acid trifluoroacetate

https://huagongshe.com/reaction/383788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
Reactantmethyl cis-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylateHCID 66660365—
SolventMethanolHCID 887—
Producttrans-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylic acid trifluoroacetateHCID 87094126—

Reaction Steps

To the solution of the crude carbamate in the mixed solvent of THF (1 ml) and MeOH (6 ml) was added 1 M aqueous solution of NaOH (1 ml). And the mixture was stirred at room temperature for 4 hours. After the addition of excess amount of NH4Cl, the mixture was concentrated. The residue was purified with preparative RP-HPLC to give trans-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylic acid trifluoroacetate (48.0 mg) as pale orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367690B2
Source datasetuspto-grants-2013_02
ORD IDord-538d15150c67441b847bf2f892f2850a
Source noteuspto-grants-2013_02