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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403191Generated: November 1, 2026

Trifluoroacetic acid → HCID 71239589, compound

https://huagongshe.com/reaction/1403191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium HydroxideHCID 14923—
Reactant1-MethylpiperazineHCID 53167—
Reactant3-EthynylbenzaldehydeHCID 2771644—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71239589HCID 7123958938%

Reaction Steps

3-Ethynylbenzaldehyde (90 mg, 0.69 mmol) and 1-methylpiperazine (92 μL, 0.828 mmol) in 1,4-dioxane (2.6 mL), under a nitrogen atmosphere, at room temperature were treated first with TFA (128 μL, 1.66 mmol), then with sodium triacetoxyborohydride (210 mg, 1.035 mmol) and stirred for 5 h. EtOAc was added to the reaction mixture (20 mL) and 10% NH4OH (15 mL) was added drop wise. The organic layer was separated, dried over sodium sulfate and evaporated. Purification of the crude by flash chromatography over silica gel (DCM/7N NH3 in MeOH 9/1) afforded the title compound (56 mg, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912200B2
Source datasetuspto-grants-2014_12
ORD IDord-a7e43f372e764aad983d7ebf353b6413
Source noteuspto-grants-2014_12