HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminopyridine → HCID 86703930, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | 4-Chloro-6-iodoquinazoline | HCID 11173809 | — |
| Catalyst | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86703930 | HCID 86703930 | — |
Reaction Steps
To a vial was added 4-chloro-6-iodo-quinazoline (100 mg; 0.34 mmol, commercially available), pyridin-4-amine (3 equiv., 1.03 mmol, 97.19 mg, commercially available), and 2 drops of 4M HCl/dioxane. The reaction vial was heated until solids melted. LCMS of resultant solution showed clean product formation. Upon cooling the product re-solidified. The solid was suspended in dichloromethane:water, and collected by filtration. 95 mg of 6-iodo-N-(4-pyridyl)quinazolin-4-amine was recovered as an orange solid, which was carried on directly to the Suzuki step. LCMS M/Z (M+H)=350.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382241B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-93781137f8ed4d6f968ad919adb14fcf |
| Source note | uspto-grants-2016_07 |