HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 1-(4-Fluorophenyl)-5-methoxy-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 1-(2-Fluoro-5-methoxybenzylidene)-2-(4-fluorophenyl)hydrazine | HCID 66812598 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 1-(4-Fluorophenyl)-5-methoxy-1H-indazole | HCID 59339622 | 36.1% |
Reaction Steps
1-(2-fluoro-5-methoxybenzylidene)-2-(4-fluorophenyl)hydrazine (10 g, 38 mmol) and potassium tert. butoxide (5 g, 46 mmol) was stirred under argon atmosphere in NMP (50 mL) at 150° C. for 45 min. The reaction mixture was then cooled and poured with stirring into ice-water and extracted trice with ethyl acetate. The combined organic phases were washed with water and brine, and were then evaporated. The residue crystallized slowly from methanol-water to afford 1-(4-fluorophenyl)-5-methoxy-1H-indazole as beige crystals (3.32 g, 36%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143290B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-bbd2af09d3d14c6481e03a8845da419e |
| Source note | uspto-grants-2012_03 |