Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30444Generated: October 30, 2026

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

https://huagongshe.com/reaction/30444

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 numberUS07423148B2
Source datasetuspto-grants-2008_09
ORD IDord-776ae95d1a9b4c8c8d94d5df9dd3c382
Source noteuspto-grants-2008_09