Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201434Generated: October 28, 2026

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

https://huagongshe.com/reaction/2201434

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 IV-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 numberUS09364481B2
Source datasetuspto-grants-2016_06
ORD IDord-071909f6ad044c22a957ff0c62def8a5
Source noteuspto-grants-2016_06