Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphinic Acid | HCID 4124402 | — |
| Reactant | HCID 57917385 | HCID 57917385 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 57917491 | HCID 57917491 | — |
Reaction Steps
Iodine (723 mg, 2.85 mmol) and H3PO2 (0.777 mL, 14.25 mmol) were added to a solution of (rac)-1-(5,7-difluoro-quinolin-6-yl)-1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol (Stage 191.1, 386 mg, 0.950 mmol) in acetic acid (8 mL). The RM was subjected to MW-irradiation at 150° C. for 5 min. The RM was neutralized with 2.5 M NaOH solution and extracted twice with EtOAc. The organics were joined and washed with brine, then dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O and the precipitate was filtered off to afford the title compound a yellow solid (tR 0.95 min (conditions 2), MH+=391, 1H-NMR in DMSO-d6: 8.90 (d, 1H); 8.49 (d, 1H); 8.18 (s, 1H); 8.04 (d, 1H); 7.81 (s, 1H); 7.67 (d, 1H); 7.56 (dd, 1H); 7.42 (d, 1H); 5.10 (q, 1H); 3.85 (s, 3H); 1.91 (d, 3H)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822468B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-5d681c0597d04df18a460c126ac141af |
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| Source note | uspto-grants-2014_09 |
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