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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557380Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamide

https://huagongshe.com/reaction/557380

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(1,1-Dimethylethyl)benzenamineHCID 254260—
Reactant2,6-Difluoropyridine-3-carboxylic acidHCID 10583070—
SolventDichloromethaneHCID 6344—
ProductN-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamideHCID 22249203—

Reaction Steps

A solution of 2,6-difluoropyridine-3-carboxylic acid (3.2 g, 20 mmol), t-butylaniline (3.0 g, 20 mmol), HOBt (2.6 g, 20 mmol), EDAC (8 g, 40 mmol), and DIEA (8 mL) in CH2Cl2 (80 mL) was stirred at RT for 1 h. The mixture was washed with aq. NaHCO3 and brine. The organic solution was dried over Na2SO4 and concentrated in vacuo. The residue was purified via flash chromatography on silica (Hex:EtOAc=4:1) to give a light yellow flaky crystal as desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058445B2
Source datasetuspto-grants-2011_11
ORD IDord-8571d5a7180245d291cb94ce8efe236a
Source noteuspto-grants-2011_11