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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1717832Generated: October 25, 2026

Lithium Carbonate → 1-{2-Hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-3-methyl-phenyl}-ethanone

https://huagongshe.com/reaction/1717832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium CarbonateHCID 11125—
Reactant3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptaneHCID 163938—
Reactant1-(2,4-Dihydroxy-3-methylphenyl)ethan-1-oneHCID 592139—
Reactant5-Chloromethyl-3-(3-iodo-benzyl)-[1,2,4]oxadiazoleHCID 57438412—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-{2-Hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-3-methyl-phenyl}-ethanoneHCID 6669962153.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

Add lithium carbonate (49 mg, 0.66 mmol) and 5-chloromethyl-3-(3-iodo-benzyl)-[1,2,4]oxadiazole (200 mg, 0.60 mmol) to a solution of 1-(2,4-dihydroxy-3-methyl-phenyl)-ethanone (110 mg, 0.66 mmol) in anhydrous dimethylformamide (20 mL) 4]oxadiazole (200 mg, 0.60 mmol). Heat the reaction mixture at 60° C. overnight. Cool the reaction mixture to RT, pour into H2O, and extract with diethyl ether (3×). Combine the organic layers, wash with brine, dry over sodium sulfate, and concentrate to provide the title compound (150 mg). LC-MS (m/e): 463 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803938B2
Source datasetuspto-grants-2010_09
ORD IDord-8e24a5f5f8e1401a85cb4bff962ede74
Source noteuspto-grants-2010_09