HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498010Generated: October 30, 2026
Cyclopropylamine → HCID 22320280, compound
https://huagongshe.com/reaction/498010
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 4-Chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline | HCID 22320109 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22320280 | HCID 22320280 | — |
Reaction Steps
A solution of 4-chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline (0.7 g, 2.37 mmol) and cyclopropylamine (0.7 g, 73.6 mmol) in tetrahydrofuran (20 mL) was heated under reflux at 100° C. overnight in a sealed stainless tube. The solution was cooled to room temperature, and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (chloroform:methanol=93:7) to give N-cyclopropyl-N-[3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinolin-4-yl]amine. To a solution of the compound above in ethanol (10 mL), a saturated hydrochloric acid/ethanol solution (10 mL) was added and the solvent was evaporated under reduced pressure. The residue thus obtained was recrystallized from methanol/ethyl acetate to give the title compound (0.52 g, 56% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06949648B2 |
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| Source dataset | uspto-grants-2005_09 |
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| ORD ID | ord-5202f0381cb84963a32316e55bdf20a4 |
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| Source note | uspto-grants-2005_09 |
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