HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine hydrate (1:1) → 5-(2-fluoro-4-methoxyphenyl)-1H-pyrazol-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 3-(2-Fluoro-4-methoxyphenyl)-3-oxopropanenitrile | HCID 53403952 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(2-fluoro-4-methoxyphenyl)-1H-pyrazol-3-amine | HCID 53418231 | 88.6% |
Reaction Steps
To 3-(2-Fluoro-4-methoxyphenyl)-3-oxopropanenitrile (9.55 g, 49.4 mmol) suspended in ethanol (165 mL) was added hydrazine hydrate (1.743 g, 54.38 mmol). The resulting mixture was heated at reflux overnight. Then, the organic solvent was evaporated in vacuo and the resulting residue was chromatographed (eluting with 9:1 methylene chloride:methanol) to give 9.07 g (88% yield) of the title compound. LCMS (ESI): calc.=207; obs. M+H=208.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221814B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5bee5a0291ef4ecab614cbe5b668ce95 |
| Source note | uspto-grants-2015_12 |