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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509263Generated: October 29, 2026

Ammonium Chloride → HCID 86692074, compound

https://huagongshe.com/reaction/509263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 86692073HCID 86692073—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86692074HCID 8669207497%

Reaction Conditions

Temperature0 °C

Reaction Steps

After 1-(6-bromopicolinoyl)piperidin-4-one (100 mg, 0.353 mmol) was dissolved in THF (1.5 ml), trimethyl(trifluoromethyl)silane (0.5M solution in THF, 1.4 ml, 0.706 mmol) and tetrabutylammonium fluoride (1.0M solution in THF, 0.74 ml, 0.741 mmol) were sequentially added thereto at 0° C., and then the resulting mixture was stirred at room temperature for 13 hours. A saturated aqueous ammonium chloride solution (0.6 ml) was added to the resulting reaction liquid, and then the resulting mixture was stirred for 10 minutes, followed by extraction with MC (10 ml×2). The organic layer was dried over anhydrous magnesium sulfate, followed by filtration and concentration, and then the residue thus obtained was subjected to MPLC (3% MeOH/MC), to obtain 120 mg of white solid (97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096571B2
Source datasetuspto-grants-2015_08
ORD IDord-f3b1abcc8f214ec3bd4b2b333e74dd2f
Source noteuspto-grants-2015_08