HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 6-Chloro-3-((6-fluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Iodide Ion | HCID 30165 | — |
| Reactant | Phosphinic Acid | HCID 4124402 | — |
| Reactant | (6-chloroimidazo[1,2-b]pyridazin-3-yl)(6-fluoro-1-methyl-1H-indazol-5-yl)methanol | HCID 58147531 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-Chloro-3-((6-fluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazine | HCID 58190609 | — |
Reaction Steps
(rac)-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(6-fluoro-1-methyl-1H-indazol-5-yl)-methanol (Stage 278.4, 1 g, 3.01 mmol) was dissolved in acetic acid (80 mL) and introduced in 4 microwave reactors. Iodide (956 mg×4, 15.07 mmol), followed by H3PO2 50% (1.2 m×4, 45.2 mmol) were then added into each reactor. Then they were submitted to microwave irradiations 5 min at 150° C. After combination, it was basified by a 2.5 M NaOH solution and extracted twice with EtOAc. The organics were joined and washed with brine, dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O to afford the title compound (tR 1.26 min (conditions 2), MH+=316)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822468B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-f95561dc4ab84e8e9be628eb3538e30f |
| Source note | uspto-grants-2014_09 |