HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 59272968, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Benzyloxy-3-fluorophenylboronic Acid | HCID 2737788 | — |
| Reactant | 4-Bromo-6-fluoro-1H-indazole | HCID 24728745 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59272968 | HCID 59272968 | 40.3% |
Reaction Steps
To a solution of 4-bromo-6-fluoro-1H-indazole (1.0 g, 4.65 mmol) in dichloromethane (50 mL) was added 4-benzyloxy-3-fluorobenzeneboronic acid (2.29 g, 9.31 mmol), pyridine (0.75 mL, 9.28 mmol), copper acetate (1.26 g, 6.96 mmol) and powdered 4A molecular sieves (2 g). The reaction mixture was stirred at room temperature in the presence of air for 4 days. Celite was added to the mixture and stirred for 5 mins, then the mixture was filtered through a pad of celite and then the filtrate was washed with water, dried over magnesium sulphate, filtered and concentrated. The product was purified by silica gel chromatography eluting with 5-100% dichloromethane in hexane to yield the title compound (D7) (779 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960563B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-a5ec9412c4b542809de3862c051e81dd |
| Source note | uspto-grants-2011_06 |