HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 59272963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | (4-Methoxy-3-methylphenyl)boronic acid | HCID 2773487 | — |
| Reactant | 4-(Benzyloxy)-1h-indazole | HCID 23134473 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59272963 | HCID 59272963 | 73.2% |
Reaction Steps
The 4-[(phenylmethyl)oxy]-1H-indazole (D1) (500 mg, 2.23 mmol), the [3-methyl-4-(methyloxy)phenyl]boronic acid (740 mg, 4.46 mmol), copper (II) acetate (608 mg, 3.345 mmol), pyridine (0.36 mL, 4.46 mmol) and powdered molecular sieves (400 mg) in DCM (75 mL) were stirred at room temperature in the presence of air. After 41 hours the mixture was filtered through a pad of celite and washed with water. The aqueous was re-extracted with DCM and the combined organics were washed with brine and dried over MgSO4. The crude (1.17 g) was purified by flash chromatography (Biotage SP4) with a gradient of EtOAc 0 to 30% in hexane to afford 562 mg of title compound (D34) containing an impurity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960563B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-b8ee353eb79644909b2c04d1dab6407c |
| Source note | uspto-grants-2011_06 |