HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → HCID 67336208, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 67336209 | HCID 67336209 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67336208 | HCID 67336208 | 59% |
Reaction Steps
To a stirred solution of 1-(1H-indazol-5-ylamino)-cyclobutanecarboxylic acid ethyl ester (1.68 g, 6.49 mmol) in THF (37 mL) at 0° C. and under nitrogen was added LiAlH4 (13.0 mL of a 1.0 M solution in THF, 13.0 mmol) dropwise over 2 minutes then the reaction mixture was warmed to ambient temperature. After 2 hours the reaction mixture was quenched by the addition of sodium sulfate decahydrate (2 g). The reaction mixture was filtered and the filter cake washed with EtOAc. The combined filtrates were concentrated in vacuo to a yellow solid. Purification by chromatography (silica, 4 to 20% of a 9:1 MeOH:NH4OH solution in DCM) gave [1-(1H-indazol-5-ylamino)-cyclobutyl]-methanol (0.827 g, 3.81 mmol, 59%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998963B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-227e1a3cc32f4c8bb3be19b897fca8f2 |
| Source note | uspto-grants-2011_08 |