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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478059Generated: October 30, 2026

Hydrochloric Acid → 2-(4-((4-(3-azaspiro[5.5]undecan-9-ylamino)-5-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)ethanol

https://huagongshe.com/reaction/1478059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 118390091HCID 118390091—
SolventDichloromethaneHCID 6344—
Product2-(4-((4-(3-azaspiro[5.5]undecan-9-ylamino)-5-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)ethanolHCID 11839004784.77%

Reaction Steps

To a solution of tert-butyl 9-((5-chloro-2-((1-(2-hydroxyethyl)-1H-pyrazol-4-yl)amino) pyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate (500 mg, 0.99 mmol) in dichloromethane (20 mL) was added a solution of HCl in EtOAc (5 mL, 20 mmol). The mixture was stirred at room temperature for 2 h and then concentrated in vacuo. The residue was dissolved in methanol (2 mL) and adjust to pH=7-8 with the solution of NaHCO3 and extracted with DCM (100 mL×3) The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified with a silica gel column chromatography (MeOH/DCM (v/v)=1/10 to 1/7) to give the product as a light yellow solid (340 mg, 84.77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-ca4125df30784f20af28b034c751dfa2
Source noteuspto-grants-2016_08