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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477903Generated: October 31, 2026

Aluminium lithium hydride → tert-butyl 1-(2-(4-chlorophenyl)-4,4,4-trifluoro-1-hydroxybutan-2-yl)-1H-indazol-4-ylcarbamate

https://huagongshe.com/reaction/1477903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactantmethyl 2-(4-(tert-butoxycarbonylamino)-1H-indazol-1-yl)-2-(4-chlorophenyl)-4,4,4-trifluorobutanoateHCID 70563216—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl 1-(2-(4-chlorophenyl)-4,4,4-trifluoro-1-hydroxybutan-2-yl)-1H-indazol-4-ylcarbamateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403807B2
Source datasetuspto-grants-2016_08
ORD IDord-a522840c8a764628bfd17e0659a74b01
Source noteuspto-grants-2016_08