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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281666Generated: November 1, 2026

Triethylamine → 6-(2,4-Dichloro-benzylcarbamoyl)-2,6-diaza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2281666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4-Dichlorobenzyl isocyanateHCID 4612708—
Reactanttert-Butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalateHCID 53350400—
SolventDichloromethaneHCID 6344—
Product6-(2,4-Dichloro-benzylcarbamoyl)-2,6-diaza-spiro[3.3]heptane-2-carboxylic acid tert-butyl esterHCID 8668234385.1%

Reaction Steps

To a stirred solution of 6-(tert-butoxycarbonyl)-2,6-diaza-spiro[3.3]heptane oxalate (200 mg, 1.01 mmol) in dichloromethane (10 mL) was added triethylamine (141 μl, 1.01 mmol) followed by 2,4-dichloro-1-(isocyanatomethyl)benzene (204 mg, 1.01 mmol). The reaction mixture was stirred at ambient temperature for 1 h. The crude reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography (SiO2; methanol:dichloromethane 0:1 to 1:9) to give the title compound (344 mg, 85%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139593B2
Source datasetuspto-grants-2015_09
ORD IDord-b87e6860954341a18e0828dc7bf574b4
Source noteuspto-grants-2015_09