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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732135Generated: October 27, 2026

Ethanol → 3-(3-Chloro-phenyl)-5-{2-[3-cyclopropyl-2-(4-methoxy-phenyl)-3h-imidazol-4-yl]-ethyl}-[1,2,4]oxadiazole

https://huagongshe.com/reaction/732135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant3-ChlorobenzamidoximeHCID 2794817—
ReactantSodium t-butoxideHCID 23676156—
Reactant3-[3-Cyclopropyl-2-(4-methoxy-phenyl)-3h-imidazol-4-yl]-propionic acidethyl esterHCID 57837995—
SolventTolueneHCID 1140—
Product3-(3-Chloro-phenyl)-5-{2-[3-cyclopropyl-2-(4-methoxy-phenyl)-3h-imidazol-4-yl]-ethyl}-[1,2,4]oxadiazoleHCID 1171146820%

Reaction Conditions

Temperature100 °C

Reaction Steps

3-chloro-N′-hydroxybenzenecarboximidamide (54.3 mg, 0.32 mmol), 3-[3-cyclopropyl-2-(4-methoxy-phenyl)-3H-imidazol-4-yl]-propionic acidethyl ester (100 mg, 0.32 mmol) and sodium-tert-butoxide (30.6 mg, 0.32 mmol) were mixed with EtOH (1 ml) and toluene (1 ml), followed by stirring at 100° C. for 24 h. The mixture was then concentrated, in-vacuo, and the residue was purified via column chromatography using 50% EA in hex. and then triturated with Et2O to isolate the title compound (27 mg). 1H-NMR: 8.1 (m, 1H), 7.97 (dd, 1H), 7.64 (d, 2H), 7.47 (m, 2H), 6.96 (d, 2H), 6.88 (s, 1H), 3.87 (s, 3H), 3.37 (m, 4H), 3.24 (m, 1H), 1.06 (m 2H), 0.68 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585881B2
Source datasetuspto-grants-2009_09
ORD IDord-824e0739fe424bfca98a5da87d2b5497
Source noteuspto-grants-2009_09