HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → tert-butyl 1-(2-(4-chlorophenyl)-4,4,4-trifluoro-1-hydroxybutan-2-yl)-1H-indazol-4-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | methyl 2-(4-(tert-butoxycarbonylamino)-1H-indazol-1-yl)-2-(4-chlorophenyl)-4,4,4-trifluorobutanoate | HCID 70563216 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl 1-(2-(4-chlorophenyl)-4,4,4-trifluoro-1-hydroxybutan-2-yl)-1H-indazol-4-ylcarbamate | HCID 70561960 | — |
Reaction Steps
To a solution of the product of Step A (300 mg, 0.6 mmol) in THF (5 mL) was added LiAlH4 (38 mg, 0.96 mmol) at 0° C. The mixture was stirred at RT for 1 h and quenched with H2O (5 mL), extracted with ethyl acetate, and washed with brine (10 mL), dried over sodium sulfate, then filtered. After the solvent was removed, the residue was purified by silica gel chromatography (EA/PE=1:3) to afford the title compound. LC/MS m/z=470.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403807B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-a522840c8a764628bfd17e0659a74b01 |
| Source note | uspto-grants-2016_08 |