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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490874Generated: October 25, 2026

1,2-Dichloroethane → N'-Acetyl-4-(Cyclopentylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide

https://huagongshe.com/reaction/490874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAcetohydrazideHCID 14039—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-(Cyclopentylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acidHCID 57675155—
SolventDimethylformamideHCID 6228—
ProductN'-Acetyl-4-(Cyclopentylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazideHCID 5767520554.1%

Reaction Steps

Intermediate 3 (0.066 g), EDC (0.06 g) and HOBT (0.035 g) were suspended in DMF (2 ml) and the mixture was stirred for 15 minutes. Acetic hydrazide (0.02 g) was then added and the mixture stirred under nitrogen for 18 h. Solvents were removed by concentration in vacuo and the residue partitioned between DCM and water. The layers were separated and the organic phase was washed with saturated aqueous sodium bicarbonate solution, then concentrated and applied to an SPE cartridge (aminopropyl, 1 g) which was eluted with methanol. Concentration in vacuo afforded Intermediate 4 (0.043 g). LCMS showed MH+=331; TRET=2.38 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528148B2
Source datasetuspto-grants-2009_05
ORD IDord-6918daca97224cb0aa8e8d62b29efc4c
Source noteuspto-grants-2009_05