HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610085Generated: October 26, 2026
Ethyl Acetate → 3-(3-fluorophenyl)-6-nitro-1H-indazole
https://huagongshe.com/reaction/1610085
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tributyl(3-fluorophenyl)stannane | HCID 14915092 | — |
| Reactant | 3-bromo-6-nitro-1H-indazole | HCID 178526431 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 3-(3-fluorophenyl)-6-nitro-1H-indazole | HCID 22260895 | 28.4% |
Reaction Steps
To a solution of 1.0 g of 3-bromo-6-nitro-1H-indazole in 10 ml N-methylpyrrolidone were added 2.0 g of (3-fluorophenyl)tri-n-butyltin, and 480 mg of tetrakis(triphenylphosphine)palladium(0), and the mixture was stirred at 180° C. for 2 hours. To the reaction mixture was added 60 ml of ethyl acetate. The mixture was sequentially washed with water (×2) and brine, dried over anhydrous magnesium sulfate and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:toluene=1:49), to give 302 mg of the title compound as orange crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06982274B2 |
|---|
| Source dataset | uspto-grants-2006_01 |
|---|
| ORD ID | ord-5fc8acd277034ec397e1110af6eb2c62 |
|---|
| Source note | uspto-grants-2006_01 |
|---|