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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056652Generated: November 2, 2026

Acetic Acid → 1-(9-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecan-3-yl)ethanone

https://huagongshe.com/reaction/1056652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHOAtHCID 181649—
ReactantN2-(2,3-dimethyl-2H-indazol-6-yl)-5-methyl-N4-(3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamineHCID 118406574—
Solventdichloromethane N,N-dimethylformamideHCID 22350042—
Product1-(9-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecan-3-yl)ethanoneHCID 11839017622.7%

Reaction Steps

To a solution of N2-(2,3-dimethyl-2H-indazol-6-yl)-5-methyl-N4-(3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamine (201.5 mg, 0.4802 mmol), HOAT (106.4 mg, 0.7817 mmol) and EDCI (145.7 mg, 0.7600 mmol) in DCM/DMF (4 mL/1 mL) were added N,N-diethylethanamine (207.6 mg, 2.052 mmol) and acetic acid (36.7 mg, 0.611 mmol). The reaction was stirred at rt for 2 h. The reaction solution was concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=30/1) to give the crude product as a light yellow solid (92 mg). The crude product was recrystallized from acetone/MeOH (6 mL/0.5 mL) to give the title compound as a white solid (50.4 mg, 21.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399637B2
Source datasetuspto-grants-2016_07
ORD IDord-4681696d8f63426aaca8cf4f90c17db8
Source noteuspto-grants-2016_07