Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | trans-2-(4-Chlorophenyl)vinylboronic acid | HCID 642694 | — |
| Reactant | 4-Bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-2(1h)-pyridinone | HCID 121386204 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89690343 | HCID 89690343 | 38.5% |
Reaction Steps
A mixture of 4-bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one (178 mg), (E)-(4-chlorostyryl)boronic acid (189 mg), potassium carbonate (214 mg), PdCl2(dppf) (18.9 mg), THF (3 ml) and water (1 ml) was heated at 70° C. under N2 atmosphere overnight. The mixture was partitioned between EtOAc and water, and the organic layer was washed with brine, dried over MgSO4, concentrated in vacuo, and purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (80 mg) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09365540B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-b25579f0485b4e718303ce0c6710cd15 |
|---|
| Source note | uspto-grants-2016_06 |
|---|
