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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845174Generated: October 31, 2026

Pyrrolidine → 4'-Methyl-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxamide

https://huagongshe.com/reaction/1845174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant4'-Methyl-5-((2-methylpyrimidin-5-yl)methylcarbamoyl)-biphenyl-3-carboxylic acidHCID 58187946—
SolventDichloromethaneHCID 6344—
Product4'-Methyl-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxamideHCID 44223003—

Reaction Steps

To a mixture of 4′-methyl-5-((2-methylpyrimidin-5-yl)methylcarbamoyl)-biphenyl-3-carboxylic acid (11 mg, 0.030 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (12 mg, 0.061 mmol), 1-hydroxybenzotriazole hydrate (4.7 mg, 0.030 mmol), and CH2Cl2 (2 mL) were added pyrrolidine (3.2 mg, 0.046 mmol) and N,N-diisopropylethylamine (11 μL, 0.061 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, 30-70% 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-46c4aa79db044c6d9b851134db1a79e6
Source noteuspto-grants-2015_02