Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774792Generated: October 28, 2026

Tetrabutylammonium Fluoride → HCID 71533395, compound

https://huagongshe.com/reaction/1774792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 178448307HCID 178448307—
SolventTetrahydrofuranHCID 8028—
ProductHCID 71533395HCID 7153339549.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

In a 10 mL round-bottomed flask, 6-{5-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propylamino]-pyridin-3-yl}-1-methyl-3,4-dihydro-1H-quinolin-2-one (60 mg, 132 μmol) was dissolved in THF (1.5 mL) to give a light yellow solution and cooled down to 0° C. TBAF, 1 M sol. in THF (132 μl, 132 μmol) was added dropwise. The solution was stirred at 0° C. for 1.5 h and partitioned between aqueous sat. NaHCO3 solution and AcOEt (3×). The organic layers were collected, dried over Na2SO4 and evaporated in vacuo. The crude material was purified by flash chromatography (silica gel, 20 g, 100% EtOAc followed by 1% MeOH in EtOAc) to give the title compound (22 mg, 49%) as a light yellow foam. MS: 340.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-496333dd330a4a97a69f9e1a1800e475
Source noteuspto-grants-2016_02