HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (1-Methyl-1H-indazol-6-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 1-methyl-1H-indazole-6-carboxylate | HCID 22598983 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-Methyl-1H-indazol-6-yl)methanol | HCID 44119265 | 97.8% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of methyl 1-methyl-1H-indazole-6-carboxylate (230 mg, 1.21 mmol, PREPARATION 4) in anhydrous THF (4 mL) was cooled to 0° C., LiAlH4 (92 mg, 2.42 mmol) was added in portions below 0° C., and the mixture was then stirred at 0° C. for 1.5 h, added water: 10% NaOH:water=0.2 mL:0.2 mL:0.6 mL carefully, filtered, and the filtrate was concentrated and purified by silica gel flash column to give 192 mg of crude product which was used directly for next step (98%). [M+H] Calc'd for C9H10N2O, 163. Found, 163.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09107916B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-68db4656bb9c433a8815a7031eb060b3 |
| Source note | uspto-grants-2015_08 |