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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618104Generated: October 25, 2026

Piperidine → (E)-3-(5-Nitroindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-one

https://huagongshe.com/reaction/618104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3',4',5'-TrimethoxyacetophenoneHCID 14345—
Reactant5-nitro-1H-indole-3-carbaldehydeHCID 246039—
SolventDimethylformamideHCID 6228—
Product(E)-3-(5-Nitroindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-oneHCID 218501805.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

3',4',5'-Trimethoxyacetophenone (1.31 g) and 5-nitroindole-3-carboxaldehyde (1.18 g) were dissolved in N,N-dimethylformamide (20 ml), and piperidine (528.7 mg) was added thereto, followed by stirring at 100° C. for 72 hours. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography. The obtained crude crystals were recrystallized from methanol to give Compound 21 (125 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952355
Source datasetuspto-grants-1999_09
ORD IDord-e5fc7ad1fae14f72a4885117db483730
Source noteuspto-grants-1999_09