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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478065Generated: October 30, 2026

Cesium carbonate → HCID 118390048, compound

https://huagongshe.com/reaction/1478065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant5-Cyclopropyl-1H-pyrazol-3-amine--hydrogen chloride (1/1)HCID 16495339—
ReactantTert-butyl 3-[(2,5-dichloropyrimidin-4-yl)amino]-9-azaspiro[5.5]undecane-9-carboxylateHCID 118390013—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 118390048HCID 11839004859.5%

Reaction Steps

A solution of tert-butyl 9-((2,5-dichloropyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate (506 mg, 1.22 mmol), 5-cyclopropyl-1H-pyrazol-3-amine hydrochloride (272 mg, 1.70 mmol), cesium carbonate (1.176 g, 3.609 mmol), [1-(2-diphenylphosphanyl-1-naphthyl)-2-naphthyl]-diphenyl-phosphane (147.6 mg, 0.2370 mmol) and diacetoxypalladium (53.8 mg, 0.240 mmol) in anhydrous dioxane (10 mL) stirred in a sealed tube under the microwave radiation at 150° C. for 2 h. Then the reaction mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=30/1) to give the title compound as a light yellow solid (364 mg, 59.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-4f290108bc6044ea83366bb703a23428
Source noteuspto-grants-2016_08