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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845210Generated: October 27, 2026

Diisopropylethylamine → 4'-Methyl-N-((6-methylpyridin-3-yl)methyl)-5-(3-morpholinopyrrolidine-1-carbonyl)biphenyl-3-carboxamide

https://huagongshe.com/reaction/1845210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant4-(Pyrrolidin-3-yl)morpholineHCID 14627373—
Reactant4'-Methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)biphenyl-3-carboxylic acidHCID 58188051—
SolventDichloromethaneHCID 6344—
Product4'-Methyl-N-((6-methylpyridin-3-yl)methyl)-5-(3-morpholinopyrrolidine-1-carbonyl)biphenyl-3-carboxamideHCID 58188036—

Reaction Steps

To a mixture of 4′-methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)-biphenyl-3-carboxylic acid (55 mg, 0.15 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (58 mg, 0.30 mmol), 1-hydroxybenzotriazole hydrate (23 mg, 0.15 mmol), and CH2Cl2 (3 mL) were added 4-(pyrrolidin-3-yl)morpholine (48 mg, 0.30 mmol) and N,N-diisopropylethylamine (53 μL, 0.30 mmol). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by preparative HPLC (100×21.2 mm C18 column, 30-60% MeCN/water[10 mM Et2NH]) to afford a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-3f6d796c106e47a7b9b3aebb33074ca6
Source noteuspto-grants-2015_02