Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | HCID 86676697 | HCID 86676697 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | HCID 71253874 | HCID 71253874 | — |
Reaction Steps
To a solution containing 1-acetyl-3-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl)imidazolidin-2-one (0.295 g, 0.722 mmol), 3-pyridineboronic acd pinacol ester (0.444 g, 2.17 mmol), 1,1′-Bis(diphenylphosphino)ferrocenepalladium (II) chloride (0.0472 g, 0.0578 mmol) in Acetonitrile (5.47 mL, 105 mmol) was added 1.00 M of Potassium acetate in Water (1.44 mL) and 1.00 M of Sodium carbonate in Water (1.44 mL). The reaction was stirred at 100° C. for 3 h. The reaction is filtered thru celite. The crude product was diluted in EtOAc then washed with water and sat. NaCl. The organic layer was dried Na2SO4, filtered, and concentrated to give 1-(5-(pyridin-3-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl)imidazolidin-2-one. ESI MS m/z=365.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09260425B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-156a9ac54d404cb4b7d3006f5d7f90d0 |
|---|
| Source note | uspto-grants-2016_02 |
|---|
