Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 5-Bromo-2-fluorobenzonitrile | HCID 2724900 | — |
| Reactant | HCID 58335807 | HCID 58335807 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58335772 | HCID 58335772 | — |
Reaction Steps
In step 13-3, a sealed vial was charged with 6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine (30 mg, 0.1 mmol), 5-bromo-2-fluorobenzonitrile (20 mg, 0.1 mmol), Pd(OAc)2 (1 mg, 0.005 mmol), Xantphos (6 mg, 0.01 mmol), Cs2CO3 (49 mg, 0.15 mmol), Bu4NHSO4 (3 mg, 0.01 mmol) and 1,4-dioxane (0.5 ml), and the mixture was heated to 90° C. overnight. The mixture was filtered through celite. The filtrate was concentrated and purified by preparative LC-MS to give 5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-2-fluorobenzonitrile (12-3). LC-MS: 419.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08507488B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-7a7cf69d054e49099a6f041470658a83 |
|---|
| Source note | uspto-grants-2013_08 |
|---|
