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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102401Generated: October 30, 2026

Hydrazine → 6-(4-bromo-2-fluorophenylamino)-7-fluoro-3-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylic acid hydrazide

https://huagongshe.com/reaction/2102401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 69006569HCID 69006569—
SolventEthyl AcetateHCID 8857—
Product6-(4-bromo-2-fluorophenylamino)-7-fluoro-3-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylic acid hydrazideHCID 69002566—

Reaction Steps

To a solution of 6-(4-bromo-2-fluorophenylamino)-7-fluoro-3-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylic acid (1.00 equivalent) and HOBt (3.00 equivalents) is added EDCI (3.00 equivalents) at room temperature. After stirring for 1 hour, hydrazine (3.00 equivalents) and TEA (3.00 equivalents) are added. The reaction mixture is stirred for 1 hour and diluted with EtOAc. The resulting mixture is washed with saturated aqueous NH4Cl, brine, saturated aqueous NaHCO3, and brine. The organic layer is dried over MgSO4, filtered, and concentrated in vacuo to give the crude material that is used directly without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576072B2
Source datasetuspto-grants-2009_08
ORD IDord-f7ba45bf358048a39d0e3fce0a61aec1
Source noteuspto-grants-2009_08