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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056627Generated: November 3, 2026

Hydrochloric Acid → N2-(2,3-dimethyl-2H-indazol-6-yl)-N4-methyl-N4-(2-azaspiro[4.5]decan-8-yl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/1056627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
Reactanttert-butyl 8-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)pyrimidin-4-yl)(methyl)amino)-2-azaspiro[4.5]decane-2-carboxylateHCID 118390168—
SolventDichloromethaneHCID 6344—
ProductN2-(2,3-dimethyl-2H-indazol-6-yl)-N4-methyl-N4-(2-azaspiro[4.5]decan-8-yl)pyrimidine-2,4-diamineHCID 11840656856.9%

Reaction Steps

To a solution of tert-butyl 8-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)pyrimidin-4-yl)(methyl)amino)-2-azaspiro[4.5]decane-2-carboxylate (657 mg, 1.3 mmol) in DCM (10 mL) was added a solution of HCl in EtOAc (10 mL, 40 mmol). The reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was dissolved in water (30 mL) and adjusted to pH=10 with a saturated Na2CO3 aqueous solution, then extracted with DCM (250 mL×3). The combined organic phases were washed with brine (250 mL), then dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/5) to give the title compound as a beige solid (0.30 g, 56.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399637B2
Source datasetuspto-grants-2016_07
ORD IDord-b47eb76e36db475690b00d2f8da685cf
Source noteuspto-grants-2016_07