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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113631Generated: October 31, 2026

Hydrochloric Acid → 3-(5-Cyano-3'-trifluoromethyl-[2,2']bipyridinyl-6-yl)-2-oxo-propionic acid ethyl ester

https://huagongshe.com/reaction/2113631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl OxalateHCID 7268—
Reactant6-Methyl-3'-trifluoromethyl-[2,2']bipyridinyl-5-carbonitrileHCID 58628191—
SolventEthanolHCID 702—
SolventSodium ethoxideHCID 2723922—
Product3-(5-Cyano-3'-trifluoromethyl-[2,2']bipyridinyl-6-yl)-2-oxo-propionic acid ethyl esterHCID 58628212—

Reaction Conditions

Temperature50 °C

Reaction Steps

Dissolve 6-methyl-3′-trifluoromethyl-[2,2′]bipyridinyl-5-carbonitrile (150 mg, 0.570 mmol) and diethyl oxalate (150 mg, 1.03 mmol) in a solution of EtOH (2 mL) and 17% NaOEt in EtOH (0.6 mL, 1.71 mmol). Warm the mixture to 50° C. and stir overnight. Pour the mixture onto ice water (50 mL) and acidify with 3 N HCl. Extract with EtOAc (3×50 mL). Dry the combined organic extracts over Na2SO4 and remove the solvent under reduced pressure. Purify the crude product using silica gel chromatography eluting with EtOAc/hexane (1:1) to yield the title compound. MS 364.11 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432275B2
Source datasetuspto-grants-2008_10
ORD IDord-33846280075b475f839875b92d3a4dfe
Source noteuspto-grants-2008_10