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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845196Generated: October 30, 2026

Pyrrolidine → Methyl 2'-cyano-4'-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylate

https://huagongshe.com/reaction/1845196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant2'-Cyano-5-(methoxycarbonyl)-4'-methylbiphenyl-3-carboxylic acidHCID 58188377—
SolventDichloromethaneHCID 6344—
ProductMethyl 2'-cyano-4'-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylateHCID 58188323—

Reaction Steps

To a mixture of 2′-cyano-5-(methoxycarbonyl)-4′-methylbiphenyl-3-carboxylic acid (0.20 g, 0.68 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.26 g, 1.4 mmol), 1-hydroxybenzotriazole hydrate (0.21 g, 1.4 mmol), and methylene chloride (10 mL) were added pyrrolidine (0.072 g, 1.0 mmol) and N,N-diisopropylethylamine (0.24 mL, 1.4 mmol). The mixture was stirred at room temperature overnight, and then concentrated. The residue was purified via flash chromatography (silica gel column, 0-100% EtOAc/hexane) to afford the desired product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-f0983c482d7a4fd0bdc57da23d4164ae
Source noteuspto-grants-2015_02