HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-{4-[3-(4-Benzyloxy-pyrimidin-2-yloxy)-propyl]-piperazin-1-yl}-2-tert-butyl-6-cyclobutyl-pyrimidine | HCID 69027600 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-{3-[4-(2-tert-Butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-propoxy}-pyrimidin-4-ol | HCID 178441575 | 59.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202868B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-da44e480985d411bb6042fa662a41b9c |
| Source note | uspto-grants-2012_06 |