HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81961Generated: October 30, 2026
Iodine → N-(2,6-Diethylphenyl)-8-[(2-iodophenyl)amino]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide
https://huagongshe.com/reaction/81961
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 8-[(2-bromophenyl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide | HCID 44555760 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | N-(2,6-Diethylphenyl)-8-[(2-iodophenyl)amino]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide | HCID 44555822 | 50% |
Reaction Steps
To a solution 8-[(2-bromophenyl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (68 mg, 0.129 mmol) in dioxane (0.5 mL) in a sealed tube, NaI (38 mg, 0.257 mmol), CuI (1.2 mg, 0.006 mmol), iodine (74 mg, 0.129 mmol) and trans-N,N′-dimethylcycloesane-1,2-diammine were added. The mixture was then heated at 150° C. for 12 h. Solvent evaporated to dryness and the crude solid was purified by flash chromatography on silica gel (eluant: dichloromethane/methanol: 8/2/) to 35 mg of the title compound (50% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846701B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-d85869a66b8d4bcbbe0f396fc8c3071a |
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| Source note | uspto-grants-2014_09 |
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