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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921649Generated: October 29, 2026

Tetrabutylammonium Fluoride → HCID 86708501, compound

https://huagongshe.com/reaction/921649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 86708500HCID 86708500—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86708501HCID 8670850196.7%

Reaction Steps

TBAF (1M in THF, 0.048 mL, 0.048 mmol) was added to a solution of N-((3R,4R)-1-(2-chloro-5-cyano-3-((7-cyano-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-3-((triisopropylsilyl)oxy)piperidin-4-yl)methanesulfonamide (28 mg, 0.040 mmol) in THF (2 mL) and the reaction mixture was stirred at room temperature overnight. Solvent was evaporated and the crude product was purified by flash chromatography on silica gel using an automated ISCO system (12 g column, eluting with 0-6% methanol/dichloromethane). N-((3R,4R)-1-(2-chloro-5-cyano-3-((7-cyano-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-3-hydroxypiperidin-4-yl)methanesulfonamide (21 mg) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-706c9c75586c4f4ea51272bbd742989e
Source noteuspto-grants-2016_03