HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 10268869, 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 | 3-[3-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]pyridine | HCID 22329517 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 10268869 | HCID 10268869 | 44% |
Reaction Steps
This reaction was carried out as described in Example 37, step e, using 3-[3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)phenyl]pyridine (150 mg, 0.56 mmol), 7-bromo-3-trifluoromethylimidazo[1,2-b][1,2,4]triazine (0.1 g, 0.375 mmol), 2 M Na2CO3 (0.56 ml) and tetrakis(triphenylphosphine)-palladium(0) (0.022 g) in 1,2-dimethoxyethane (2 ml). The crude residue was purified by flash chromatography (silica gel, 5% MeOH(CH2Cl2) to yield the title compound (56 mg, 44%): 1H NMR (400 MHz, CDCl3) δ 7.42-7.45 (1H, m), 7.68-7.70 (2H, m), 7.95-7.98 (1H, m), 8.09-8.12 (1H, m), 8.34-8.35 (1H, m), 8.67 (1H, dd, J 4.7, 1.8 Hz), 8.68 (1H, s), 8.84 (1H, s), 8.93 (1H, dd, J 2.5, 0.8 Hz); MS (ES+) m/z 342 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936608B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-34445c5d5d9e4b0b95bfdadd96bd8bbd |
| Source note | uspto-grants-2005_08 |