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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093736Generated: November 1, 2026

Triethylamine → HCID 59376160, compound

https://huagongshe.com/reaction/2093736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Methylbenzoyl chlorideHCID 70276—
Reactantethyl (2R,3S)-2-(4-((tert-butoxycarbonyl)amino)phenyl)piperidine-3-carboxylateHCID 59376099—
SolventDichloromethaneHCID 6344—
ProductHCID 59376160HCID 59376160—

Reaction Steps

To a 0° C. solution of the (2R,3S)-2-(4-tert-Butoxycarbonylaminophenyl)-piperidine-3-carboxylic acid ethyl ester prepared above (600 mg, 1.72 mmol) in dry CH2Cl2 (5 mL) containing Et3N (480 μL, 3.44 mmol) was added 2-methylbenzoyl chloride (266 mg, 1.72 mmol) and the mixture was stirred at room temperature for over night. The reaction mixture was then diluted with CH2Cl2 (20 mL), washed with 1 N aqueous HCl, water, and brine. The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure to give (2R,3S)-2-(4-tert-Butoxycarbonylaminophenyl)-1-(2-methylbenzoyl)piperidine-3-carboxylic acid ethyl ester in quantitative yield and the crude product was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445515B2
Source datasetuspto-grants-2013_05
ORD IDord-f229afda849a408e8514c34462db59f7
Source noteuspto-grants-2013_05