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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69967Generated: October 27, 2026

1,2-Dichloroethane → 3-amino-N-(4-chloropyridin-3-yl)-6-(2,6-difluorophenyl)picolinamide

https://huagongshe.com/reaction/69967

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantHOAtHCID 181649—
Reactant3-Amino-4-chloropyridineHCID 581932—
Reactant3-Amino-6-(2,6-difluorophenyl)picolinic acidHCID 59226428—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product3-amino-N-(4-chloropyridin-3-yl)-6-(2,6-difluorophenyl)picolinamideHCID 6904283621%

Reaction Steps

A solution of 3-amino-6-(2,6-difluorophenyl)picolinic acid (1.0 equiv.), 4-chloropyridin-3-amine (2.0 equiv.), HOAt (1.0 equiv.), and EDC (1.0 equiv.) in DCM at a concentration of (0.2M) was stirred for 24 hr. Water was added to the reaction, followed by EtOAc. The organic layer was separated, dried with brine, MgSO4, and concentrated. The crude material was purified via SiO2 column chromatography eluting with EtOAc and hexanes (1:1) to give the product as a light yellow solid (21% yield). LCMS (m/z): 361.1 (MH+); LC Rt=3.28 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822497B2
Source datasetuspto-grants-2014_09
ORD IDord-99c3dfecc6454d368e50018cc0841db2
Source noteuspto-grants-2014_09