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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913157Generated: November 1, 2026

Boron trifluoride etherate → HCID 46851172, compound

https://huagongshe.com/reaction/1913157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantPropionyl chlorideHCID 62324—
ReactantHCID 178513317HCID 178513317—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
SolventSodium BicarbonateHCID 516892—
ProductHCID 46851172HCID 468511723.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirred solution of 4-{[4-(1H-benzimidazol-2-yl)piperidin-1-yl]carbonyl}-N-hydroxybenzene carboximidamide (0.15 g, 0.41 mmol) in anhydrous 1,4-dioxane (5 mL) is added dropwise propionyl chloride (34 μL, 0.39 mmol). The reaction is heated to 40° C. for 1 h before adding boron trifluoride etherate (10.5 μL, 0.083 mmol). Heating is continued at 80° C. for 4 h. The mixture is diluted with DCM and saturated aqueous NaHCO3 giving a suspension which is filtered. The organic layer is separated, dried over Na2SO4, filtered and concentrated under reduced pressure to give 5 mg of [4-(1H-benzimidazol-2-yl)piperidin-1-yl][4-(5-ethyl-1,2,4-oxadiazol-3-yl)phenyl]methanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609696B2
Source datasetuspto-grants-2013_12
ORD IDord-26cd16a163df4f1daee281eb75ce6e44
Source noteuspto-grants-2013_12