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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454977Generated: October 31, 2026

Ammonium Chloride → 1-(5-Bromopyridin-2-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one

https://huagongshe.com/reaction/1454977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-(5-Bromopyridin-2-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-oneHCID 57531242—
SolventTetrahydrofuranHCID 8028—
Product1-(5-Bromopyridin-2-yl)-1-(2,6-difluorophenyl)but-3-yn-2-oneHCID 57531243—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1-(5-bromopyridin-2-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-one (4.1 g) in THF was added TBAF (12 mL, 1N in THF) at 0° C. After stirring at 0° C. for 15 min, the reaction was poured into aqueous NH4Cl, and extracted with EtOAc. The combined organic layers were washed with water, brine, dried over MgSO4, and concentrated to an oil. The crude product was purified by silica gel chromatography (CH2Cl2) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482345B2
Source datasetuspto-grants-2009_01
ORD IDord-74d25f0984ba4acfb2b03f79512a2456
Source noteuspto-grants-2009_01