HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 9902886, 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 | 1-[5-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-2-fluorophenyl]-1H-imidazole | HCID 22329491 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 9902886 | HCID 9902886 | 13.2% |
Reaction Steps
This reaction was carried out as described in Example 37, step e, using 1-[5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-2-fluorophenyl]-1H-imidazole (344 mg, 1.67 mmol), 7-bromo-3-trifluoromethylimidazo[1,2-b][1,2,4]triazine (0.446 g, 1.67 mmol), 2 M Na2CO3 (1.67 ml) and tetrakis(triphenylphosphine)palladium(0) (0.096 g) in 1,2-dimethoxyethane (6 ml). The crude residue was purified by flash chromatography (silica gel, 3% MeOH(CH2Cl2) and triturated with Et2O to yield the title compound (77 mg, 13%): 1H NMR (360 MHz, CDCl3) δ 7.29 (1H, s), 7.35 (1H, d, J 1.4 Hz), 7.50 (1H, t, J 9.1 Hz), 7.92 (1H, s), 8.04-8.08 (1H, m), 8.30 (1H, dd, J 7.0, 2.1 Hz), 8.64 (1H, s), 8.84 (1H, s); MS (ES+) m/z 349 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936608B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-b6f6c59ea0d6404d96bd58601ff99d7b |
| Source note | uspto-grants-2005_08 |