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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | 3-Chlorobenzamidoxime | HCID 2794817 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 3-[3-Cyclopropyl-2-(4-methoxy-phenyl)-3h-imidazol-4-yl]-propionic acidethyl ester | HCID 57837995 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(3-Chloro-phenyl)-5-{2-[3-cyclopropyl-2-(4-methoxy-phenyl)-3h-imidazol-4-yl]-ethyl}-[1,2,4]oxadiazole | HCID 11711468 | 20% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07585881B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-824e0739fe424bfca98a5da87d2b5497 |
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| Source note | uspto-grants-2009_09 |
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