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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635175Generated: October 30, 2026

Triethylamine → Benzyl 3-(3-pyrrolecarboxamido)propionate

https://huagongshe.com/reaction/635175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantPyrrole-3-carboxylic acidHCID 101030—
Reactant4-Methylbenzene-1-sulfonic acid--benzyl beta-alaninate (1/1)HCID 13502100—
SolventDimethylformamideHCID 6228—
ProductBenzyl 3-(3-pyrrolecarboxamido)propionateHCID 10516322—

Reaction Steps

Into a solution of 1.67 g (15 mmol) of 3-pyrrolecarboxylic acid and 6.33 g (18 mmol) of β-alanine benzyl ester p-toluenesulfonate in 20 ml of dimethylformamide, a solution of 2.94 g (18 mmol) of diethyl phosphorocyanidate in 10 ml of dimethylformamide was added dropwise under ice cooling and stirring. A solution of 3.64 g (36 mmol) of triethylamine in 20 ml of dimethylformamide was then added dropwise. The reaction mixture was stirred at 0° C. for 1 hour and then at room temperature for 24 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06187772B1
Source datasetuspto-grants-2001_02
ORD IDord-905f7a3a9c1543698be8b20362b336c0
Source noteuspto-grants-2001_02