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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623800Generated: October 31, 2026

1,2-Dichloroethane → 5-Bromo-2-{[(4-fluorophenyl)methyl]oxy}-N-3-pyridinylbenzamide

https://huagongshe.com/reaction/1623800

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant3-AminopyridineHCID 10009—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Bromo-2-[(4-fluorobenzyl)oxy]benzoic acidHCID 8706889—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Bromo-2-{[(4-fluorophenyl)methyl]oxy}-N-3-pyridinylbenzamideHCID 67107237—

Reaction Conditions

Temperature25 °C

Reaction Steps

Neat pyridin-3-amine (79 mg, 0.84 mmol) was added in one charge to a stirred solution of 5-bromo-2-{[(4-fluorophenyl)methyl]oxy}benzoic acid (may be prepared as described in Description 87; 200 mg, 0.56 mmol), EDC (213 mg, 1.11 mmol) and HOBT (170 mg, 1.11 mmol) in DMF (3 ml) at room temperature. The reaction mixture was stirred at 25° C. overnight. Water (25 ml) was added and the solid was filtered, washed with water (15 ml), and dried in vacuo. The residue was further purified with Prep-TLC (eluate: dichloromethane:methanol=25:1) to yield the title compound as a white solid. 76 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-ed15bb4c733740859bee9bc78ba7416a
Source noteuspto-grants-2014_07