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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352175Generated: October 31, 2026

Acetic Acid → HCID 17838060, compound

https://huagongshe.com/reaction/1352175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1H-Indazol-5-amineHCID 88012—
ReactantSodium BicarbonateHCID 516892—
Reactant1-Benzyl-3-methyl-4-piperidoneHCID 560965—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductHCID 17838060HCID 1783806065%

Reaction Steps

1-Benzyl-3-methyl-4-piperidone (152.7 mg), 5-aminoindazole (100 mg), and acetic acid (0.02 ml) were dissolved in methanol (10 ml). Acetic acid (five drops) was added to the solution, and a borane-pyridine complex (0.06 ml) was then added dropwise to the solution at room temperature. The reaction mixture was stirred at room temperature for 18 hr. After the completion of the reaction, a saturated aqueous sodium hydrogencarbonate solution (1 ml) was added thereto, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and saturated brine and was dried over sodium sulfate. The solvent was then removed by distillation under the reduced pressure. The residue was purified by column chromatography [silica gel, chloroform/methanol] to give the title compound (95.3 mg, yield 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217722B2
Source datasetuspto-grants-2007_05
ORD IDord-4069827c00824927a7b04b156be64697
Source noteuspto-grants-2007_05