HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → (1-(4-fluorophenyl)-6-isopropyl-1H-indazol-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Methyl 1-(4-fluorophenyl)-6-isopropyl-1H-indazole-5-carboxylate | HCID 67005486 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-(4-fluorophenyl)-6-isopropyl-1H-indazol-5-yl)methanol | HCID 67005739 | 93% |
Reaction Steps
Methyl 1-(4-fluorophenyl)-6-isopropyl-1H-indazole-5-carboxylate (175 mg, 0.56 mmol) was dissolved in 5 mL THF and 1M LiBH4 in THF (3 mmol) was added. Heated at reflux. After 12 h, the reaction was quenched with MeOH, poured into brine and extracted with EtOAc×3. The organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified on SiO2 by MPLC using 1:3 EtOAc/hexane. Obtained 148 mg (93% yield) of (1-(4-fluorophenyl)-6-isopropyl-1H-indazol-5-yl)methanol. MS found: (M+H)+=285.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-34c7fef8de8e4afc844832f1e5f82e73 |
| Source note | uspto-grants-2011_11 |