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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499039Generated: October 29, 2026

Aluminium lithium hydride → [6-(3-Methoxyphenyl)-2-(morpholin-4-ylethyl)pyrimidin-4-yl]-3-pyridylamine

https://huagongshe.com/reaction/499039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-[6-(3-Methoxyphenyl)-4-(3-pyridylamino)pyrimidin-2-yl]-1-morpholin-4-ylethan-1-oneHCID 59789670—
SolventTetrahydrofuranHCID 8028—
Product[6-(3-Methoxyphenyl)-2-(morpholin-4-ylethyl)pyrimidin-4-yl]-3-pyridylamineHCID 59789786—

Reaction Conditions

Temperature0 °C

Reaction Steps

A dry round bottom flask is charged with LiAlH4 (4 eq), and dry THF is added. The suspension is cooled down to 0° C. and a solution of compound 10 in THF is added dropwise. The reaction mixture is stirred 4 h at room temperature then cooled down to 0° C. and quenched with water, followed by 10% NaOH and then water again. The mixture is stirred overnight and the solid is filtered off. The aqueous phase is extracted with CH2Cl2, the organic extracts are collected and dried (Na2SO4). After evaporation of the solvent under reduced pressure and purification by reverse phase preparatory HPLC [6-(3-methoxyphenyl)-2-(2-morpholin-4-ylethyl)pyrimidin-4-yl]-3-pyridylamine 11 is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767669B2
Source datasetuspto-grants-2010_08
ORD IDord-5142788ad8b549f5bee6ddf729788f5a
Source noteuspto-grants-2010_08