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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044034Generated: November 1, 2026

Hydrochloric Acid → methyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/2044034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-Chloro-2-hydrazinylpyridineHCID 556100—
ReactantHCID 58320700HCID 58320700—
SolventAcetonitrileHCID 6342—
Productmethyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylateHCID 54577408—

Reaction Steps

A mixture of methyl 4-amino-5-hydroxy-2-oxopent-3-enoate (1.59 g, 10 mmol), 3-chloropyridin-2-ylhydrazine (1.43 g, 10 mmol and HCl (1 g, 10 mmol, 37% solution in water) was stirred in 15 ml of acetonitrile at 25° C. for 20 hours. The solution was concentrated under reduced pressure and the residue was washed with water and isopropanol. This gave 2.13 g (75%) of the product, with a melting point of 111-113° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586753B2
Source datasetuspto-grants-2013_11
ORD IDord-770042fb5008492a96da17218b5131c0
Source noteuspto-grants-2013_11