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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839649Generated: November 2, 2026

N,N-Diethylethylenediamine → 5-formyl-4-methyl-1 H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide

https://huagongshe.com/reaction/1839649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DiethylethylenediamineHCID 60993—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-formyl-4-methyl-1H-pyrrole-2-carboxylic AcidHCID 9898884—
ReactantDimethylaminopropyl carbodiimide hydrochlorideHCID 21899179—
SolventDimethylformamideHCID 6228—
Product5-formyl-4-methyl-1 H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amideHCID 985634078%

Reaction Steps

To a solution of 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2.50 g, 16.32 mmol) in DMF (54 mL) was added 1-ethyl-3-(3-dimethylamino-propylcarbodiimide hydrochloride (EDC, 3.76 g, 19.59 mmol), 1-hydroxybenzotriazole (HOBt, 2.65 g, 19.59 mmol) followed by diethylaminoethyl amine (2.75 mL, 19.59 mmol). The reaction solution was stirred for 12 h, and then DMF solvent was removed. The residue was purified on a silica gel column eluting with 1-5% methanol in dichloromethane to provide 3.2 g (78%) of 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-deb7fb83abc143a8a799f83d91bf10e4
Source noteuspto-grants-2004_01