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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373216Generated: October 30, 2026

Aluminium lithium hydride → HCID 69182746, compound

https://huagongshe.com/reaction/2373216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 69182098HCID 69182098—
SolventDiethyl EtherHCID 3283—
ProductHCID 69182746HCID 6918274667.3%

Reaction Conditions

Temperature-10 °C

Reaction Steps

To a stirred suspension of lithium aluminum hydride (8.8 mg) in diethyl ether (0.5 ml) was added a solution of ethyl 4-(5-bromo-3-pyridyl)-1-ethyl-6-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (30 mg) in diethyl ether (1.5 ml) at −78° C. The mixture was gradually warmed to −10° C. over 8 hours and quenched with water at −10° C. The mixture was filtered through celite pad, and the filtrate was evaporated. The residue was purified by preparative thin layer chromatography eluting with a mixture of EtOAc and n-hexane (2:1) to give [4-(5-bromo-3-pyridyl)-1-ethyl-6-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl]methanol (18 mg) as a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459451B2
Source datasetuspto-grants-2008_12
ORD IDord-a388893d8e1146fa902215cdfc4cc210
Source noteuspto-grants-2008_12