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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843734Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 22611994, compound

https://huagongshe.com/reaction/843734

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)propanoic acidHCID 1512540—
ReactantHCID 70110152HCID 70110152—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 22611994HCID 2261199477.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of N-[(3-piperidyl)carbonyl]-β-alanine methyl ester hydrochloride (1.57 g),3-(1-tert-butoxycarbonyl-4-piperidyl)propionic acid (1.61 g) and 1-hydroxybenztriazole (0.96 g) in N,N-dimethylformamide (16 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.14 ml) under stirring at 0° C. After stirring at ambient temperature for 1 hour, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water, brine and dried over MgSO4, and evaporated in vacuo. The residue was purified by chromatography on silica gel eluting with (CHCl3:MeOH 100:1) to give N-[1-{3-(1-tert-butoxycarbonyl-4-piperidyl)propionyl}-3-piperidylcarbonyl]-β-alanine methyl ester as an oil (2.19 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380215B1
Source datasetuspto-grants-2002_04
ORD IDord-705457f9ef864d27bb8a5caa507defd0
Source noteuspto-grants-2002_04