HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)Methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 5-(3,5-Difluorobenzoyl)-2-fluorobenzonitrile | HCID 68671472 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)Methanone | HCID 68670985 | — |
Reaction Steps
A mixture of 5-(3,5-difluoro-benzoyl)-2-fluoro-benzonitrile (2.05 g, 7.84 mmol) and hydrazine hydrate (0.73 mL, 15.7 mmol) in dry tetrahydrofuran (100 mL) was stirred at room temperature for 2 hours. The reaction mixture was treated with 37% hydrochloric acid (1.3 mL, 15.7 mmol) for 30 min and then the volatiles were partially evaporated. The reaction mixture was then diluted with water (100 mL) and aqueous NH3 was added to reach neutral pH. The resulting solid was filtered, washed thoroughly with water and dried under vacuum at 60° C. The title compound was obtained as yellow solid (1.75 g, 80% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102662B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ee4246ef17d84656a066173691902017 |
| Source note | uspto-grants-2015_08 |