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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403188Generated: November 2, 2026

Trifluoroacetic acid → HCID 28421895, compound

https://huagongshe.com/reaction/1403188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium HydroxideHCID 14923—
Reactant1-Methyl-4-piperidoneHCID 74049—
ReactantBenzenamine, 3-ethynyl-HCID 104682—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 28421895HCID 2842189593.3%

Reaction Steps

3-Ethynyl-phenylamine (0.1 mL, 1 mmol) and 1-methyl-piperidin-4-one (0.15 mL, 1.2 mmol) in 1,4-dioxane (4 mL) was treated first with TFA (0.2 mL, 2.6 mmol) and then with sodium triacetoxyborohydride (318 mg, 1.5 mmol). After stirring for 2 h, 10% NH4OH was added to the reaction mixture (15 mL). Extraction with DCM (3×25 mL), drying over sodium sulfate, evaporation, purification by flash chromatography over silica gel (DCM/7N NH3 in MeOH 9/1) afforded the title compound (200 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912200B2
Source datasetuspto-grants-2014_12
ORD IDord-0518267162704aceaf9ad97774ff6137
Source noteuspto-grants-2014_12