HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613266Generated: October 29, 2026
Dimethyl Sulfoxide → 1-ethyl-N-(phenylethyl)-1H-pyrazolo[3,4-b]quinoline-4 amine
https://huagongshe.com/reaction/613266
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | 1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline | HCID 15816908 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-ethyl-N-(phenylethyl)-1H-pyrazolo[3,4-b]quinoline-4 amine | HCID 19592220 | 79% |
Reaction Steps
A mixture of 1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline (11.6 g, 0.05 mol), DMSO (20 ml) and phenethylamine (12.1 g, 0.1 mol) was heated at 80° C. overnight. The reaction mixture was poured into water (1 L) and the precipitate which formed was collected by filtration and washed with water. The solid was dissolved in hot ethyl acetate, and then the solution was dried over MgSO4, filtered and evaporated to a small volume. Hexane was added and then the mixture was cooled in an ice-bath and then the product which crystallized was collected by filtration, washed with hexane and dried to afford 12.5 g of 1-ethyl-N-(phenylethyl)-1H-pyrazolo[3,4-b]quinoline-4 amine, m.p. 157-158° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06008226 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-5cd0eb419d144e02966ab1cd41a346c4 |
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| Source note | uspto-grants-1999_12 |
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