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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876466Generated: October 30, 2026

1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → 2-(7-Methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-ol

https://huagongshe.com/reaction/876466

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 16211673—
Reactant8-(Tert-butyldimethylsilyloxy)-2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolineHCID 67229636—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
SolventAmmonium ChlorideHCID 25517—
Product2-(7-Methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-olHCID 13633781078%

Reaction Conditions

Temperature0 °C

Reaction Steps

8-(tert-butyldimethylsilyloxy)-2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline (0.580 g, 1.49 mmol) was suspended in THF (2 mL) and the solution was cooled to 0° C. Tetrabutylammonium fluoride hydrate (0.582 g, 2.23 mmol) was added to the solution and the mixture stirred at 0° C. for 10 minutes, then warmed to ambient temperature and stirred for 4 hours. The mixture was diluted with a saturated aqueous NH4Cl solution and EtOAc. The resulting white solid was isolated by vacuum filtration and was combined with the organic layer which was concentrated. The solid thus obtained was slurried in H2O for 10 minutes and the solids isolated by vacuum filtration and dried to provide the title compound (0.320 g, 78%) as a white solid. MS ESI (+) m/z 277.1 (M+1) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987251B2
Source datasetuspto-grants-2015_03
ORD IDord-900b1a954caa4ba5817f0e686b875513
Source noteuspto-grants-2015_03