HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 6-methyl-3-[5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-ylsulfanyl]-[1,2,4]triazolo[4,3-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | 5-(1-Methyl-1H-pyrazol-4-YL)-1H-pyrrolo[2,3-B]pyridine | HCID 58086111 | — |
| Reactant | HCID 178423528 | HCID 178423528 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-methyl-3-[5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-ylsulfanyl]-[1,2,4]triazolo[4,3-b]pyridazine | HCID 24901116 | 11.2% |
Reaction Steps
To a solution of 5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine (28 mg, 0.141 mmol) and 6-methyl-[1,2,4]triazolo[4,3-b]pyridazine-3-thiol (35.3 mg, 0.212 mmol) in DMF (700 μL) was added iodine (72 μL, 0.283 mmol). The reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was then filtered and purified by mass-triggered HPLC (5-95% CH3CN/H2O, 0.1% HCOOH modifier) to provide 5.7 mg of 6-methyl-3-[5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-ylsulfanyl]-[1,2,4]triazolo[4,3-b]pyridazine (11% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507489B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-5eca4736c8a24ff09ddb7684d06b0541 |
| Source note | uspto-grants-2013_08 |