Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | 1-(Benzyloxy)-4-bromo-2-nitrobenzene | HCID 11278242 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67497417 | HCID 67497417 | 109.1% |
Reaction Steps
To a solution of 1-((4-bromo-2-nitrophenoxy)methyl)benzene 13.B (1.40 g, 4.55 mmol) and pyridin-4-ylboronic acid (665 mg, 5.45 mmol, available from Aldrich) in DMF (10 mL) was added cesium carbonate (2.93 g, 9.0 mmol). The mixture was stirred overnight at 80° C. and then partitioned between AcOEt and water. The organic phase was concentrated to afford 4-(4-(benzyloxy)-3-nitrophenyl)pyridine 13.0 (1.52 g, 109% yield) which was used in the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08785468B2 |
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| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-4f8e8a6154ac447fba5e40fe3e3469b5 |
|---|
| Source note | uspto-grants-2014_07 |
|---|
