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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282221Generated: October 30, 2026

Ethyl 2-chloro-2-(2-fluorobenzoyl)acetate → Ethyl 2-[5-(benzyloxy)-2-methylpyrazolo[1,5-a]pyridin-3-yl]-4-(2-fluorophenyl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/2282221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-chloro-2-(2-fluorobenzoyl)acetateHCID 18473854—
Reactant5-(Benzyloxy)-2-methylpyrazolo[1,5-a]pyridine-3-carbothioamideHCID 86649597—
SolventIsopropanolHCID 3776—
ProductEthyl 2-[5-(benzyloxy)-2-methylpyrazolo[1,5-a]pyridin-3-yl]-4-(2-fluorophenyl)-1,3-thiazole-5-carboxylateHCID 6685695575%

Reaction Steps

A suspension of 5-(benzyloxy)-2-methylpyrazolo[1,5-a]pyridine-3-carbothioamide (820 mg, 2.8 mmol) obtained in Example 30-B(vi) and ethyl 2-chloro-3-(2-fluorophenyl)-3-oxopropanoate (3.1 g, 13 mmol) obtained in Example 22-B(i) in 2-propanol (50 mL) was stirred at 90° C. for 7 h. The reaction mixture was allowed to cool to room temperature, and the precipitated solid was collected by filtration. The solid was washed with EtOAc and diisopropyl ether, and dried to give the title compound (1.0 g, 75%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139589B2
Source datasetuspto-grants-2015_09
ORD IDord-a15044c3b21540789c85616f29ae37e5
Source noteuspto-grants-2015_09