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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588083Generated: October 30, 2026

Hydrazine hydrate (1:1) → 6-chloro-4-methyl-1H-pyrazolo[4,3-c]pyridin-3(2H)-one

https://huagongshe.com/reaction/588083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantEthyl 4,6-dichloro-2-methylnicotinateHCID 2786748—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product6-chloro-4-methyl-1H-pyrazolo[4,3-c]pyridin-3(2H)-oneHCID 82655246—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of ethyl 4,6-dichloro-2-methylnicotinate (5.00 g, 21.36 mmol) and hydrazine monohydrate (2.1 mL, 43.3 mmol) in ethanol (22 mL) was heated to 80° C. and stirred for 17.5 h. The reaction was cooled to room temperature, diluted with water, filtered, rinsed with water, and dried under vacuum to provide 6-chloro-4-methyl-1H-pyrazolo[4,3-c]pyridin-3(2H)-one, which was carried onto the next step without further purification. MS ESI calc'd. for C7H6ClN3O [M+1]+ 184. found 184.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226922B2
Source datasetuspto-grants-2016_01
ORD IDord-b2c3e1f54fb14e66aafa62ede51ef4f0
Source noteuspto-grants-2016_01