HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 9969811, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 7-Bromo-3-trifluoromethyl-imidazo[1,2-B][1,2,4]triazine | HCID 11601416 | — |
| Reactant | HCID 22329529 | HCID 22329529 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 9969811 | HCID 9969811 | 35.9% |
Reaction Steps
4-Fluoro-3-(5-fluoropyridin-2-yl)phenylboronic acid (61 mg, 0.25 mmol) was coupled to 7-bromo-3-trifluoromethylimidazo[1,2-b][1,2,4]triazine (0.046 g, 0.17 mmol) as described in Example 37, step e, using 2 M Na2CO3 (0.26 ml) and tetrakis(triphenylphosphine)palladium(0) (0.010 g) in 1,2-dimethoxyethane (2 ml). The crude residue was purified by flash chromatography (silica gel, 2.5% MeOH/CH2Cl2) and triturated with Et2O to yield the title compound (23 mg, 35%): 1H NMR (400 MHz, CDCl3) δ 7.39 (1H, dd, J 8.8, 10.8 Hz), 7.51-7.56 (1H, m), 8.89-7.94 (1H, m), 8.14-8.17 (1H, m), 8.63 (1H, d, J 2.7 Hz), 8.66 (1H, s), 8.74 (1H, dd, J 7.4, 2.3 Hz), 8.83 (1H, s); MS (ES+) m/z 378 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936608B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-8bc12f0548704f0db19bbc76f419505d |
| Source note | uspto-grants-2005_08 |