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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434927Generated: November 3, 2026

Aluminium lithium hydride → 4-{5-[5-Methyl-2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-butan-1-ol

https://huagongshe.com/reaction/1434927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant4-{5-[5-Methyl-2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-butyric acid methyl esterHCID 57936148—
SolventTetrahydrofuranHCID 8028—
Product4-{5-[5-Methyl-2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-butan-1-olHCID 11200481—

Reaction Steps

The ester from Step B (37 mg, 0.09 mmol) was dissolved in 1 ml of THF and LAH (1M in THF, 0.22 ml, 0.22 mmol) was added. After 30 minutes, the mixture was quenched with water and extracted with ether. The organic layers were washed with brine, dried over sodium sulfate and evaporated. The crude product was purified by preparative HPLC. Yield: 15 mg (43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615562B2
Source datasetuspto-grants-2009_11
ORD IDord-cd8ece670e464abf89f388607553056d
Source noteuspto-grants-2009_11