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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218938Generated: October 30, 2026

Triethylamine → 3-oxo-2-[2-(pyridin-2-ylamino)-ethyl]2,3-dihydro-1H-isoindole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/2218938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN~1~-(Pyridin-2-yl)ethane-1,2-diamineHCID 410428—
Reactant4-Bromoethyl-isophthalic acid dimethylesterHCID 53753665—
SolventTolueneHCID 1140—
Product3-oxo-2-[2-(pyridin-2-ylamino)-ethyl]2,3-dihydro-1H-isoindole-5-carboxylic acid methyl esterHCID 69177552—

Reaction Steps

A solution of (5) (511 mg, 1.78 mmol) in toluene (10 ml) was treated with Et3N (744 μl 5.33 mmol) and N1-pyridin-2-yl-ethane-1,2-diamine (244 mg, 1.78 mmol) [prepared by treatment of 2-bromopyridine with excess ethylene diamine and pyridine] and the mixture refluxed for 6 hours. After cooling to room temperature and evaporation of the solvent, the residue was purified by flash chromatography: silica, CH2Cl2/acetone (3:2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07413727B2
Source datasetuspto-grants-2008_08
ORD IDord-9e49783638b348db9a9cbd204ad87817
Source noteuspto-grants-2008_08