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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192531Generated: November 4, 2026

1,1-Dimethylethyl 3-[5-(5-{3-chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate → 3-[5-(5-{3-Chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoic acid

https://huagongshe.com/reaction/2192531

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl 3-[5-(5-{3-chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoateHCID 58149927—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product3-[5-(5-{3-Chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoic acidHCID 4447667144.9%

Reaction Steps

1,1-Dimethylethyl 3-[5-(5-{3-chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate (D46; 32 mg, 0.064 mmol) was dissolved in 4M hydrogen chloride in 1,4-dioxane, and the solution allowed to stand at room temperature for 2 h. The solvent was evaporated in vacuo to give a white solid which was triturated under dry ether (3×5 ml) to give a white solid. The sample was dissolved in 1:1 MeOH:DMSO (1 ml) and purified by Mass Directed Preparative HPLC (Supelcosil ABZ+Plus column, eluting with solvents NB (A: Water+0.1% Formic acid, B: MeCN:Water 95:5+0.05% Formic acid)). The solvent was evaporated in vacuo to give the title compound as a white solid (12.8 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329730B2
Source datasetuspto-grants-2012_12
ORD IDord-c5e4fc2d480845419df1928780c234b2
Source noteuspto-grants-2012_12