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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888723Generated: October 25, 2026

3-Hydrazinopyridine → Methyl 2-[5-(3-chlorophenyl)-3-methyl-1-(pyridin-3-yl)pyrazol-4-yl]acetate

https://huagongshe.com/reaction/888723

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydrazinopyridineHCID 10909519—
ReactantMethyl 3-(3-chlorobenzoyl)-4-oxopentanoateHCID 44247886—
SolventEthanolHCID 702—
ProductMethyl 2-[5-(3-chlorophenyl)-3-methyl-1-(pyridin-3-yl)pyrazol-4-yl]acetateHCID 24853498—

Reaction Conditions

Temperature130 °C

Reaction Steps

0.577 g (4.233 mmol) of 3-hydrazinopyridine in 5.00 ml of ethanol was added to 0.650 g (2.419 mmol) of methyl 3-(3-chlorobenzoyl)-4-oxopentanoate, and the mixture was stirred in a closed vessel in a microwave oven at 130° C. for 1.5 h. The solvent was removed under reduced pressure, and the residue was taken up in dichloromethane and washed twice with in each case 25 ml of water. The combined organic phases were dried over sodium sulfate, and the solvent was removed under reduced pressure. Chromatography of the residue gave 0.364 g (42% of theory) of a light-yellow oil. 1H-NMR (CDCl3): see Table 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252723B2
Source datasetuspto-grants-2012_08
ORD IDord-76739736b14c447e83fa235c27e92d13
Source noteuspto-grants-2012_08