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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20103Generated: October 25, 2026

Aluminium lithium hydride → 3-(Aminomethyl)-N-(2,4-dimethoxybenzyl)pyridin-2-amine

https://huagongshe.com/reaction/20103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-(2,4-Dimethoxybenzylamino)nicotinonitrileHCID 22293175—
SolventTetrahydrofuranHCID 8028—
Product3-(Aminomethyl)-N-(2,4-dimethoxybenzyl)pyridin-2-amineHCID 22293160102.7%

Reaction Steps

Lithium aluminum hydride (1.0 M in THF, 11.4 mL, 11.4 mmol) was added slowly to a solution of 2-[(2,4-dimethoxybenzyl)amino]nicotinonitrile (2.80 g, 10.4 mmol) in tetrahydrofuran (35 mL) at 0° C. The reaction was allowed to warm to room temperature and stir for 4 h. The reaction was carefully quenched with a saturated aqueous solution of sodium sulfate, filtered with copious dichloromethane and concentrated to produce the title compound (2.92 g). MS 274.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745427B2
Source datasetuspto-grants-2010_06
ORD IDord-f43c7d6f52ec4204a11e59a47f133434
Source noteuspto-grants-2010_06