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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173166Generated: October 27, 2026

Triethylamine → Tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate

https://huagongshe.com/reaction/1173166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantMethyl 6-chloropyridine-3-carboxylateHCID 254249—
Reactanttert-Butyl 3,9-diazaspiro[5.5]undecane-3-carboxylateHCID 15296367—
SolventDimethyl SulfoxideHCID 679—
ProductTert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylateHCID 57717452—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl 6-chloronicotinate (800 mg, 3.15 mmol), NEt3 (1.00 mL, 7.19 mmol) and tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate (1.00 g, 3.94 mmol) in 5 mL of DMSO was heated to 100° C. for 1 h with microwave irradiation. The reaction mixture was poured into EtOAc and washed with 2 N NaOH, 2H HCl, brine and dried (Na2SO4), filtered and concentrated giving tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834026B2
Source datasetuspto-grants-2010_11
ORD IDord-439b576533594ad6b1cc76a387be2f1b
Source noteuspto-grants-2010_11