HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-methyl-2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Acetylcyclohexanone | HCID 13400 | — |
| Reactant | (4-Chloro-2-fluoro-5-propan-2-yloxyphenyl)hydrazine | HCID 185080 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 3-methyl-2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole | HCID 13687198 | 39.1% |
Reaction Steps
4-Chloro-2-fluoro-5-isopropoxyphenylhydrazine (1.8 g), 2-acetylcyclohexanone (1.0 g) and a catalytic amount of acetic acid were dissolved in xylene (5 ml). The resultant mixture was heated under reflux for 8 hours while removing water. After cooling, the reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give 0.9 g of 3-methyl-2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole (Compound No. 5). nD14.5 1.5607.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04835286 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-2371f69a488c414c9d7421a6ad968586 |
| Source note | uspto-grants-1989_05 |