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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952357Generated: November 3, 2026

Tetrahydrofuran → 2-[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]ethanol

https://huagongshe.com/reaction/1952357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl [1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]acetateHCID 59529754—
SolventWaterHCID 962—
Product2-[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]ethanolHCID 68507044—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution methyl [1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]acetate (128 mg, 0.465 mmol) at 0° C. was added 2M LAH in THF (232 ul, 0.465 mmol) and stirred at 0° C. for 30 minutes. After this time, the reaction mixture was sequentially treated with water (18 ul) and 1.0N NaOH (54 ul) and stirred at 25° C. for 30 minutes. After this time, the mixture was filtered through celite and rinsing with THF. The filtrates were combined and the solvent evaporated in vacuo. The residue was purified by chromatography using RediSep column (12 g) and eluting with a gradient of 0-10% MeOH/CH2Cl2 to give the title compound. LRMS (M+1): 164.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404856B2
Source datasetuspto-grants-2013_03
ORD IDord-c980395374c74ce087ba47e3e3975c5b
Source noteuspto-grants-2013_03