Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | HCID 86676683 | HCID 86676683 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | HCID 71254021 | HCID 71254021 | 95.45% |
Reaction Steps
In a microwave reaction vials was charged with 5-bromo-3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine (296 mg, 1.0 mmol), Pyrimidine-5-boronic acid (185 mg, 1.5 mmol), 1,1′-Bis(diphenylphosphino)ferrocenepalladium (II) chloride (81.7 mg, 0.1 mmol), 1.00 M of Potassium acetate in Water (1.5 mL, 1.5 mmol), 1.00 M of Sodium carbonate in Water (1.5 mL, 1.5 mmol), and Acetonitrile (10 mL). The reaction mixture was heated under microwave at 130° C. for 30 minutes. The mixture was concentrated and the residue was purified on silica eluted with 0 to 5% MeOH in DCM with 1% NH4OH to afford 3-methyl-5-(pyrimidin-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine (281.9 mg, 95.45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09260425B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-2547ac0dfaa14b97ba200acc5c5dffca |
|---|
| Source note | uspto-grants-2016_02 |
|---|
