HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 4-((1-(4-fluorophenyl)-1H-indazol-5-yl)(hydroxy)methyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-((1-(4-fluorophenyl)-1H-indazol-5-yl)(hydroxy)methyl)benzonitrile | HCID 67005511 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-((1-(4-fluorophenyl)-1H-indazol-5-yl)(hydroxy)methyl)benzoic acid | HCID 67005940 | 95% |
Reaction Steps
4-((1-(4-Fluorophenyl)-1H-indazol-5-yl)(hydroxy)methyl)benzonitrile (180 mg, 0.52 mmol) was dissolved in MeOH (5 mL) and DMSO (5 mL) and treated with 1 M NaOH (5 mL) at 100° C. After 36 h, the MeOH was removed in vacuo, the residue acidified with sat KH2PO4 to pH 4-5 and extracted with EtOAc×3. The organic layer was dried with MgSO4, filtered, concentrated in vacuo to give 180 mg (95% yield) of 4-((1-(4-fluorophenyl)-1H-indazol-5-yl)(hydroxy)methyl)benzoic acid. MS found: (M+H)+=362.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-21797d5b0dec42c19bb765450eeda260 |
| Source note | uspto-grants-2011_11 |