HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → N-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 6-bromo-N-phenylimidazo[1,2-a]pyridine-2-carboxamide | HCID 24771673 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamide | HCID 44137633 | 48.9% |
Reaction Steps
150 mg of 6-bromo-N-phenylimidazo[1,2-a]pyridine-2-carboxamide (Intermediate 1), 0.237 g of pyridine-3-boronic acid, 45 mg of tetrakis(triphenylphosphine)palladium, 2 mL of aqueous 2M sodium carbonate solution, 4 mL of acetonitrile and 4 mL of toluene are placed in a microwave tube. The mixture is heated for 20 minutes in a microwave machine set at 150° C., and then cooled and filtered, the insoluble matter being washed with a mixture of methanol and dichloromethane. The combined filtrates are concentrated to dryness under reduced pressure. The residue is concreted with aqueous methanol to give 73 mg of N-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamide in the form of an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691990B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-2cf50e53336b4f86b42b6c1c3a48afd0 |
| Source note | uspto-grants-2014_04 |