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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348742Generated: October 30, 2026

1-Hydroxybenzotriazole → [4-(4-dipropylaminomethylphenylcarbamoyl)benzyl]carbamic Acid t-butyl Ester

https://huagongshe.com/reaction/348742

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 853605—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-Dipropylaminomethyl-anilineHCID 16777011—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
Product[4-(4-dipropylaminomethylphenylcarbamoyl)benzyl]carbamic Acid t-butyl EsterHCID 66941656109.1%

Reaction Steps

The compound (1.95 g) obtained in Example 122-1 was dissolved in chloroform (20 ml) and DMF (8 ml) and then added with WSCI hydrochloride (1.50 g) and HOBt (1.08 g), followed by stirring at room temperature for 1 hour. The compound (1.23 g) obtained in Example 19-2 and chloroform (10 ml) were added to the solution, and the whole was stirred at room temperature for 15 hours. The reaction solution was concentrated under reduced pressure and the residue was then purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (2.86 g) as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176227B2
Source datasetuspto-grants-2007_02
ORD IDord-89e70fe99bae4ad18f3f1845c110fb5d
Source noteuspto-grants-2007_02