HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586146Generated: November 3, 2026
Dimethyl Sulfoxide → 1-ethyl-N-(adamantylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine
https://huagongshe.com/reaction/1586146
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| Reactant | 1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline | HCID 15816908 | — |
| Reactant | Methanesulfonic acid methanol | HCID 86749230 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-ethyl-N-(adamantylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine | HCID 86749229 | 18.6% |
Reaction Steps
A mixture of 4-chloro-1-ethyl-1H-pyrazolo[3,4-b]quinoline (1 g), DMSO (3 ml) and adamantylmethylamine (1 g) is heated at 110° C. overnight. The reaction mixture is poured into water, and a precipitate forms which is collected by filtration and dried to afford the product as a free base. The free base is treated with methanesulfonic acid/methanol, the methanol is evaporated and the salt is recrystallized from 2-propanol to afford 290 mg of 1-ethyl-N-(adamantylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine.CH3SO3H, m.p. 310° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05942520 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-7e77c8deae934b3f8fc0cbd5a1eb4df4 |
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| Source note | uspto-grants-1999_08 |
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