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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435008Generated: October 31, 2026

Aluminium lithium hydride → {4-[4-(4-Amino-butyl)-phenyl]-pyrimidin-2-yl}-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

https://huagongshe.com/reaction/1435008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant4-{4-[2-(2,2,6,6-Tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-butyronitrileHCID 57936213—
SolventTetrahydrofuranHCID 8028—
Product{4-[4-(4-Amino-butyl)-phenyl]-pyrimidin-2-yl}-(2,2,6,6-tetramethyl-piperidin-4-yl)-amineHCID 57936115—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-{4-[2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-butyronitrile (Example 192) (37 mg, 0.10 mmol) in 2 ml THF was added LAH (1 M in THF, 294 μl, 0.294 mmol). The reaction mixture was stirred at 60° C. for 2 hours. The mixture was quenched with 0.5 ml aqueous sodium sulfate, followed by 2N-NaOH (pH 11). Extraction with EtOAc and purification using preparative HPLC gave the title compound. Yield: 16 mg (43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615562B2
Source datasetuspto-grants-2009_11
ORD IDord-cbaab532ee9d4f8e9e7ff0ed642dbd46
Source noteuspto-grants-2009_11