Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-(Morpholin-4-yl)phenyl)boronic acid | HCID 2795359 | — |
| Reactant | HCID 68501633 | HCID 68501633 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59543413 | HCID 59543413 | — |
Reaction Steps
5-Bromo-3′,4′,5′,6′-tetrahydro-2′H-[2,4′]bipyridinyl-1-carboxylic acid tert-butyl ester (0.6 g, 1.8 mmol), 4-morpholinylphenylboronic acid (400 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. The reaction mixture was heated 1500 sec at 85° C. The water layer was removed. The acetonitrile phase was filtered and evaporated. The remainder was purified on a silicagel column with heptane: EtOAc (1:1) as eluent. 730 mg (98%) was isolated as the free base.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08344001B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-cf9ee370204f4e518036a59506508776 |
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| Source note | uspto-grants-2013_01 |
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