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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8774Generated: October 28, 2026

Hydrochloric Acid → HCID 178419060, compound

https://huagongshe.com/reaction/8774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 178418701HCID 178418701—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 178419060HCID 17841906066.2%

Reaction Steps

To a solution of 1-(tert-butoxycarbonyl)-4-(2-tert-butyldimethylsilyloxyeth-1-yl)-4-(3-benzyl-(1H)-pyrazol-5-yl)piperidine (243 mg, 0.49 mmol) from Step H in THF (5 mL) was added 1M tetrabutylammonium fluoride in THF (0.63 mL, 0.63 mmol). The reaction was stirred at room temperature for 1 h and was then diluted with ethyl acetate, poured into 1N HCl, and extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography eluting with 5% methanol in methylene chloride to afford the title compound (125 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091211B2
Source datasetuspto-grants-2006_08
ORD IDord-22577971d76249afb71b0146d403c604
Source noteuspto-grants-2006_08