HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 9968772, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)pyridine | HCID 11426523 | — |
| Reactant | 7-Bromo-3-trifluoromethyl-imidazo[1,2-B][1,2,4]triazine | HCID 11601416 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 9968772 | HCID 9968772 | 45% |
Reaction Steps
3-[2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]pyridine (151 mg, 0.51 mmol) was coupled to 7-bromo-3-trifluoromethylimidazo[1,2-b][1,2,4]triazine (0.09 g, 0.34 mmol) as described in Example 37, step e, using 2 M Na2CO3 (0.51 ml) and tetrakis(triphenylphosphine)palladium(0) (0.019 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 (54 mg, 45%): 1H NMR (400 MHz, CDCl3) δ 7.38-7.47 (2H, m), 7.94-7.97 (1H, m), 8.08-8.12 (1H, m), 8.24 (1H, dd, J 7.0, 2.3 Hz), 8.62 (1H, s), 8.69 (1H, dd, J 4.8, 1.6 Hz), 8.82 (1H, s), 8.88 (1H, s); MS (ES+) m/z 359, 360.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936608B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-209209350fe041458d5b1639c5878121 |
| Source note | uspto-grants-2005_08 |