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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897519Generated: October 26, 2026

Aluminium lithium hydride → {2-[5-(2-Aminomethyl-4-fluorophenoxy)-indazol-1-yl]-ethyl}-dimethylamine

https://huagongshe.com/reaction/1897519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-[1-(2-dimethylaminoethyl)-1H-indazol-5-yloxy]-5-fluorobenzonitrileHCID 67412480—
SolventTetrahydrofuranHCID 8028—
Product{2-[5-(2-Aminomethyl-4-fluorophenoxy)-indazol-1-yl]-ethyl}-dimethylamineHCID 67411768113.6%

Reaction Steps

To a cooled (0° C.) solution of 2-[1-(2-dimethylaminoethyl)-1H-indazol-5-yloxy]-5-fluorobenzonitrile (0.115 g, 0.303 mmol) in THF (3 mL) was added LAH (0.61 mL of 1M in THF). The mixture was warmed to room temperature and stirred for 1.5 hours. The mixture was quenched with water (23 μL), 3N NaOH (23 μL) and water (69 μL). The salts were removed by filtration and the filtrate was concentrated under reduced pressure to afford 0.113 g of product (97% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518983B2
Source datasetuspto-grants-2013_08
ORD IDord-0475c5b1f5fd425ab8bed9e9e9f2425f
Source noteuspto-grants-2013_08