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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189820Generated: October 25, 2026

Acetic Acid → 3-[5-(5-{5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2,2-dimethylpropanoic acid

https://huagongshe.com/reaction/2189820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-[5-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2,2-dimethylpropanoateHCID 59316809—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product3-[5-(5-{5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2,2-dimethylpropanoic acidHCID 250604783.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of ethyl 3-[5-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2,2-dimethylpropanoate (D111) (100 mg, 0.21 mmol) in Ethanol (2 ml) was treated with a 2M sodium hydroxide aqueous solution (1 ml) and heated at 80° C. with stirring for 4 hours. The reaction mixture was cooled to room temperature and diluted with water (5 ml). The aqueous solution was acidified with glacial acetic acid, and extracted with EtOAc (2×10 ml). The combined organic phases were dried over MgSO4 and concentrated in vacuo. Purification of the residue by MDAP gave the desired product (3 mg, 3%) as a colourless solid. MS (ES): C22H22ClN5O4 requires 455; found (MH+) 456.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324254B2
Source datasetuspto-grants-2012_12
ORD IDord-32893ca439c14d10bcbe558f52561cc3
Source noteuspto-grants-2012_12