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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219737Generated: October 30, 2026

4-{4-[3-(4-Benzyloxy-pyrimidin-2-yloxy)-propyl]-piperazin-1-yl}-2-tert-butyl-6-cyclobutyl-pyrimidine → 2-{3-[4-(2-tert-Butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-propoxy}-pyrimidin-4-ol

https://huagongshe.com/reaction/219737

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-{4-[3-(4-Benzyloxy-pyrimidin-2-yloxy)-propyl]-piperazin-1-yl}-2-tert-butyl-6-cyclobutyl-pyrimidineHCID 69027600—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product2-{3-[4-(2-tert-Butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-propoxy}-pyrimidin-4-olHCID 17844157559.8%

Reaction Steps

0.75 g of 4-{4-[3-(4-benzyloxy-pyrimidin-2-yloxy)-propyl]-piperazin-1-yl}-2-tert-butyl-6-cyclobutyl-pyrimidine (1.45 mmol) were dissolved in 20 ml of tetrahydrofuran and, after addition of 0.1 g of 10% Pd/C, the reaction mixture was hydrogenated for 3 h at 40° C. After filtration, additional catalyst (0.2 g of 10% Pd/C) was added and the mixture was again hydrogenated for 1 h at 40° C. Finally, the catalyst was removed by filtration, the solvent evaporated under reduced pressure, and the remaining oil crystallized by addition of acetonitril to yield 0.37 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202868B2
Source datasetuspto-grants-2012_06
ORD IDord-da44e480985d411bb6042fa662a41b9c
Source noteuspto-grants-2012_06