HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 178521581, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzo[b]thiophene | HCID 53398612 | — |
| Reactant | HCID 90388018 | HCID 90388018 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178521581 | HCID 178521581 | 69.6% |
Reaction Steps
To a solution of 3-bromo-N-(3,4-dimethoxyphenyl)imidazo[1,2-b]pyridazin-6-amine (118 mg, 0.338 mmol, 1.0 equiv) in acetonitrile (3.79 mL) was added 2-(5-fluorobenzo[b]thiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (158 mg, 0.569 mmol, 1.5 equiv), bis(triphenylphosphine)palladium(II)dichloride (27 mg, 0.0379 mmol, 0.1 equiv), then sodium carbonate (3.79 mL, 1.0 M aqueous solution, 10 equiv). The reaction mixture was irradiated in the microwave at 150° C. for 10 min. Purification by column chromatography gave 90 mg of the yellow solid, 62%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09370515B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-c20d6cff9f80406bbc1d3682523d326b |
| Source note | uspto-grants-2016_06 |