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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552847Generated: October 31, 2026

Sodium hydride → HCID 178478957, compound

https://huagongshe.com/reaction/552847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
ReactantHCID 178505548HCID 178505548—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventChloroform methanolHCID 21584188—
ProductHCID 178478957HCID 178478957—

Reaction Steps

To a suspension of 60% NaH (68.0 mg) in DMF was added cyclopropylmethanol (99 mg) at 0° C., followed by stirring at the same temperature for 15 min, and then 5-{5-[4-fluoro-3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}-1H-benzimidazole (120 mg) was added thereto. The reaction mixture was stirred at room temperature for 2 hours, and then added with water. It was extracted with EtOAc, and the organic layer was concentrated. The residue was purified by silica gel column chromatography (CH3OH/chloroform=0 to 5%) to obtain an oily substance. A solution of the oily substance in chloroform-CH3OH was added with a 4M HCl/dioxane solution (0.5 ml), and concentrated to obtain 5-{5-[4-(cyclopropylmethoxy)-3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}-1H-benzimidazole hydrochloride (20 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951825B2
Source datasetuspto-grants-2011_05
ORD IDord-30b03708d4d64c71a2c6fa34fc6c756b
Source noteuspto-grants-2011_05