HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 59543444, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Methylpyridine-4-boronic acid | HCID 4192664 | — |
| Reactant | tert-butyl 4-(5-bromopyridin-2-yl)piperidine-1-carboxylate | HCID 21931358 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59543444 | HCID 59543444 | — |
Reaction Steps
5-Bromo-3′,4′,5′,6′-tetrahydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (0.6 g, 1.76 mmol), 2-methylpyridine-4-boronic acid (264 mg, 1.9 mmol), bis(triphenylphosphine)-palladium(II)chloride (0.06 g, 0.09 mmol), 1 M Na2CO3 (4 ml) and acetonitrile (4 ml) were mixed in a 5 ml microwave vial. Another (2 ml) and acetonitrile (2 ml) were added. The reaction mixture was heated for 1500 sec. at 85° C. Water layer was removed. The acetonitrile phase was added DCM (20 mL). The organic phase was filtered and evaporated in vacuo. The crude mixture was purified on a silicagel column with EtOAc/heptane (4:1) and then EtOAc/heptane (9:1). The product was collected as a clear oil (540 mg, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344001B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-987c5c1c274548beb7172db173de4e73 |
| Source note | uspto-grants-2013_01 |