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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425014Generated: October 30, 2026

Diisopropylethylamine → HCID 86648556, compound

https://huagongshe.com/reaction/1425014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-5-ethyl-1H-imidazole-2-carbonyl chlorideHCID 86648555—
ReactantHCID 86648557HCID 86648557—
SolventDichloromethaneHCID 6344—
ProductHCID 86648556HCID 8664855678.4%

Reaction Steps

tert-Butyl cis(±)-4-amino-3-azidopiperidine-1-carboxylate obtained in Example (81a) (about 0.29 mmol) was dissolved in dichloromethane (4 mL). Diisopropylethylamine (0.2 mL, 1.15 mmol) and 4-chloro-5-ethyl-1H-imidazole-2-carbonyl chloride obtained in Example (81b) (about 0.29 mmol) were added, followed by stirring for 2.5 hours. Dichloromethane was added to the reaction solution, and the organic layer was washed with 1 N hydrochloric acid, a 1 N aqueous sodium hydroxide solution and brine, and dried over anhydrous sodium sulfate. The residue obtained by concentration under reduced pressure was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=90/10, 70/30, 55/45) to obtain 90.4 mg of the title compound (78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-d1c5a954a7184d659ab267a7d1b3945e
Source noteuspto-grants-2015_01