HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586165Generated: November 4, 2026
4-(Aminomethyl)cyclohexan-1-ol → 1-ethyl-6-methoxy-N-(4-hydroxycyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine
https://huagongshe.com/reaction/1586165
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-(Aminomethyl)cyclohexan-1-ol | HCID 14867529 | — |
| Reactant | 1-ethyl-4-chloro-6-methoxy-1H-pyrazolo[3,4-b]quinoline | HCID 19592212 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-ethyl-6-methoxy-N-(4-hydroxycyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine | HCID 9841531 | 32.8% |
Reaction Steps
A mixture of 1-ethyl-4-chloro-6-methoxy-1H-pyrazolo[3,4-b]quinoline (2.02 g, 15.5 mmol), DMSO (6 ml) and 4-hydroxy cyclohexylmethylamine (2 g, 15.5 mmol) is heated at 110° C. overnight. The reaction mixture is partitioned between CH2Cl2 /water/NaHCO3, and the CH2Cl2 layer is separated, dried over MgSO4 and evaporated. The residue is purified by column chromatography on silica gel eluting with ethyl acetate to afford 1.8 g of 1-ethyl-6-methoxy-N-(4-hydroxycyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine.
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-f3c02899ad1f42df9853007c012b4adc |
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| Source note | uspto-grants-1999_08 |
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