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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056626Generated: November 3, 2026

Diisopropylethylamine → tert-butyl 8-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)pyrimidin-4-yl)(methyl)amino)-2-azaspiro[4.5]decane-2-carboxylate

https://huagongshe.com/reaction/1056626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,3-Dimethyl-6-amino-2H-indazole hydrochlorideHCID 46864001—
ReactantTert-butyl 8-((2-chloropyrimidin-4-yl)(methyl)amino)-2-azaspiro[4.5]decane-2-carboxylateHCID 118390055—
Solvent1-ButanolHCID 263—
Producttert-butyl 8-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)pyrimidin-4-yl)(methyl)amino)-2-azaspiro[4.5]decane-2-carboxylateHCID 118390168100%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of tert-butyl 8-((2-chloropyrimidin-4-yl)(methyl)amino)-2-azaspiro[4.5]decane-2-carboxylate (500.0 mg, 1.3 mmol) and 2,3-dimethyl-2H-indazol-6-amine hydrochloride (778.6 mg, 3.9 mmol) in n-BuOH (10 mL) was added DIPEA (1.04 g, 8.0 mmol). The reaction mixture was stirred at 150° C. in a sealed tube overnight, then cooled down to rt, and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/10) to give the title compound as a yellow solid (657 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399637B2
Source datasetuspto-grants-2016_07
ORD IDord-74eae05867714b42845e5c6c9c8c2481
Source noteuspto-grants-2016_07