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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282172Generated: October 30, 2026

Dimethyl chloromalonate → Methyl 4-hydroxy-2-(2-methylpyrazolo[1,5-a]pyridin-3-yl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/2282172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl chloromalonateHCID 120070—
Reactant2-Methylpyrazolo[1,5-a]pyridine-3-carbothioamide hydrochlorideHCID 86649585—
SolventIsopropanolHCID 3776—
ProductMethyl 4-hydroxy-2-(2-methylpyrazolo[1,5-a]pyridin-3-yl)-1,3-thiazole-5-carboxylateHCID 13637695582.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A suspension of 2-methylpyrazolo[1,5-a]pyridine-3-carbothioamide hydrochloride (3.0 g, 13 mmol) produced in Example 11-B (v) and dimethyl chloromalonate (6.6 g, 40 mmol) in 2-propanol (40 mL) was stirred at 90° C. for 7 hr. The reaction mixture was cooled to room temperature, and the precipitated solid was collected by filtration, washed with ethyl acetate and diisopropyl ether and dried to give the title compound (3.1 g, 82%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139589B2
Source datasetuspto-grants-2015_09
ORD IDord-f25214e6c64141a0b630934880ca935e
Source noteuspto-grants-2015_09