HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methane → 1-(3-Fluoro-4-hydroxyphenyl)-1H-indazol-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | 1-{3-Fluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indazole | HCID 59272982 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Ethanol ethylacetate | HCID 21584252 | — |
| Product | 1-(3-Fluoro-4-hydroxyphenyl)-1H-indazol-4-ol | HCID 135906949 | 81.5% |
Reaction Steps
A mixture of 1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indazole (D2) (307 mg) in ethanol/ethyl acetate (˜50 mL, 1:1) was hydrogenated in the presence of 10% Pd on charcoal (150 mg) at atmospheric pressure and room temperature for 3 hrs. The mixture was filtered and concentrated and then chromatographed on silica gel (elution with 0-50% ethyl acetate in hexane) to give an off white solid. This was dissolved in ethyl acetate and stirred with charcoal (Norit SX+, 10 mg) for 30 minutes. The mixture was filtered and concentrated to give the title compound (E1) (144 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960563B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-d595ae9388a44a5999fdecedb542972d |
| Source note | uspto-grants-2011_06 |