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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478027Generated: October 30, 2026

Triethylamine → Tert-butyl 9((2-chloro-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate

https://huagongshe.com/reaction/1478027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPyrimidine, 2,4-dichloro-5-methyl-HCID 74508—
Reactanttert-Butyl 9-amino-3-azaspiro[5.5]undecane-3-carboxylateHCID 71305773—
SolventEthanolHCID 702—
ProductTert-butyl 9((2-chloro-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylateHCID 11839007324%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2,4-dichloro-5-methyl-pyrimidine (0.58 g, 3.60 mmol) and tert-butyl 3-amino-9-azaspiro[5.5]undecane-9-carboxylate (1.44 g, 5.37 mmol) in EtOH (25 mL) was added Et3N (0.86 g, 8.50 mmol). After addition, the reaction mixture was stirred at 100° C. in a sealed tube for 25.5 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2) to give the title compound as a yellow solid (332.2 mg, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-b97d9e847eff41a0abcbec7e0d34caa7
Source noteuspto-grants-2016_08