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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280456Generated: October 31, 2026

Ethyl Acetate → Tert-butyl 2-(4-(6-hydroxyquinolin-2-yl)benzoyl)hydrazinecarboxylate

https://huagongshe.com/reaction/2280456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactanttert-Butyl carbazateHCID 70091—
Reactant4-(6-Hydroxyquinolin-2-yl)benzoic acidHCID 56960775—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 2-(4-(6-hydroxyquinolin-2-yl)benzoyl)hydrazinecarboxylateHCID 6698003770%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 4-(6-hydroxyquinolin-2-yl)benzoic acid (Compound 3, Example 3) (200 mg, 0.754 mmol), EDCI (145 mg, 0.754 mmol) and BocNHNH2 (100 mg, 0.754 mmol) in DCM (10 mL) and DMF (10 mL) was stirred at 25° C. overnight, followed by an aqueous/EtOAc workup. The crude was purified by column chromatography on silica gel (PE/EtOAc=1/1) to give the product (200 mg, yield 70%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139528B2
Source datasetuspto-grants-2015_09
ORD IDord-c22f7af5d1b24560b9df2d5c8a7f89e9
Source noteuspto-grants-2015_09