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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821368Generated: November 1, 2026

Methanol → HCID 69003606, compound

https://huagongshe.com/reaction/1821368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantButanoyl chloride, 2-oxo-HCID 11007880—
ReactantHCID 178506493HCID 178506493—
SolventPyridineHCID 1049—
ProductHCID 69003606HCID 6900360650%

Reaction Conditions

Temperature90 °C

Reaction Steps

(E)-2-[2-(1H-indazol-3-yl)vinyl]-N-hydroxybenzamidine (0.17 g, 0.60 mmol) was dissolved in pyridine (5.0 mL) and ethyloxalyl chloride (0.12 mL, 1.1 mmol) was added thereto, followed by stirring at 90° C. for 2 hours. Methanol and 2 mol/L aqueous sodium hydroxide solution were added to the mixture and the organic layer was extracted with ethyl acetate. The aqueous layer was neutralized by 6 mol/L hydrochloric acid and the precipitated solid was collected by filtration and then dried. The obtained solid was triturated in ethanol to obtain (E)-3-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}[1,2,4]oxadiazole-5-carboxylic acid (0.12 g, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-b23782a5532741b392f51b24d8c30cfe
Source noteuspto-grants-2009_10