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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279092Generated: October 29, 2026

Aluminium lithium hydride → 4-(4-Benzyl-2,2-dimethyl-piperazin-1-ylmethyl)-6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/2279092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant(4-Benzyl-2,2-dimethyl-piperazin-1-yl)-[6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanoneHCID 90013862—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Benzyl-2,2-dimethyl-piperazin-1-ylmethyl)-6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridineHCID 9001407750%

Reaction Conditions

Temperature0 °C

Reaction Steps

410 mg of (4-benzyl-2,2-dimethyl-piperazin-1-yl)-[6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanone were dissolved in 8 ml of THF. Under Argon-atmosphere, 0.53 ml of lithium aluminium hydride (2.4M in THF) was added and the reaction was heated to reflux for 2 h. The reaction was then cooled to 0° C., and quenched by the addition of 3 ml EtOAc and 3 ml water. The mixture was filtered over celite by suction and washed with EtOAc. The solvents were removed in vacuo and 200 mg (50%) of the title compound were obtained and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-fdc850b6ccc540abacfbe1f2604fa0db
Source noteuspto-grants-2015_09