HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium t-butoxide → Ethyl 3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | phenylmethyl 3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoate | HCID 59010008 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoate | HCID 57615928 | 58.3% |
Reaction Steps
Sodium tert-butoxide (4 mg, 0.042 mmol) was added to a solution of phenylmethyl 3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoate (Intermediate 30, 23 mg, 0.035 mmol) in ethanol (3 mL) and the mixture stirred at room temperature for 75 min. The mixture was then partitioned between dichloromethane (20 mL) and aqueous ammonium chloride (20 mL). The organic layer was separated, passed through a hydrophobic frit and evaporated and the residue purified by mass-directed autopreparation to give the title compound (12 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093281B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-0f14e1f38af340e1b1cb498caa227a31 |
| Source note | uspto-grants-2012_01 |