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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133595Generated: October 26, 2026

Triethylamine → HCID 54167831, compound

https://huagongshe.com/reaction/133595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Cyanobenzoic acidHCID 15875—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-(4-Chlorobenzyl)-4-[(valylamino)methyl]piperidineHCID 53782731—
SolventDichloromethaneHCID 6344—
ProductHCID 54167831HCID 54167831—

Reaction Conditions

Temperature25 °C

Reaction Steps

Triethylamine (0.011 mL, 0.077 mmol), m-cyanobenzoic acid (28 mg, 0.071 mmol), EDCI (13 mg, 0.065 mmol) and HOBt (9 mg, 0.065 mmol) were added to a dichloromethane (0.60 mL) solution of 1-(4-chlorobenzyl)-4-[(valylamino)methyl]piperidine (20 mg, 0.059 mmol). The resulting reaction mixture was stirred at 25° C. for 16 hours, and the obtained solution was diluted with dichloromethane (0.75 mL), washed with a 2 M aqueous solution of NaOH (0.75 mL×2) and dried by filtration through a PTFE membrane. The dried solution was concentrated to thereby afford 1-(4-chlorobenzyl)-4-[[N-(3-cyanobenzoyl)valyl]aminomethyl]piperidine (Compd. No. 619) (24.2 mg, 88%). Further purification was not required for the resulting compound. The purity was determined by RPLC/MS (85%). ESI/MS m/e 467 (M++H, C26H31ClN4O2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390830B1
Source datasetuspto-grants-2008_06
ORD IDord-9118149ce9c1418c94ac761cef4a7bdc
Source noteuspto-grants-2008_06