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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62466Generated: November 3, 2026

Lithium hydroxide, monohydrate → (R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/62466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant(R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 90303936—
SolventTetrahydrofuranHCID 8028—
Product(R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 9030406892.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of (R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (400 mg, 0.626 mmol) in THF (6.3 mL) was added 1N LiOH.H2O (105 mg, 2.504 mmol), then the mixture was stirred for 8 h at 60° C. Removed the solvent under reduced pressure and extracted with DCM and the combined organic layer was washed with water, brine and dried over anhydrous Na2SO4. The organic layer was concentrated in vacuo and the residue (R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (280 mg, yield 92.3%) was used directly to next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446130B2
Source datasetuspto-grants-2016_09
ORD IDord-21dfcf73380a4ef8a2fc1effe2d8518a
Source noteuspto-grants-2016_09