Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,3-Dimethyl-6-(piperazin-1-yl)pyrimidine-2,4(1H,3H)-dione | HCID 12816873 | — |
| Reactant | HCID 19898766 | HCID 19898766 | — |
| Reactant | HCID 19898784 | HCID 19898784 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 19898767 | HCID 19898767 | 83% |
Reaction Steps
In 50 ml of dioxane, there were heated under reflux for 4 hours 2.12 g of 3-[2-(pyridine-4-yl)-4-oxo-4H-1-benzopyran-5-yl]oxy-1-methanesulfonyloxypropane (Compound 24), 1 ml of triethlamine and 1.95 g of 1,3-dimethyl-6-(piperazine-1-yl)-2,4(1H,3H)-pyrimidinedione (Compound 3). The resultant reaction solution was then concentrated, and the resultant residue was dissolved in chloroform and then washed with water. Afterward, the water-washed chloroform layer was dried over anhydrous sodium sulfate and then purified through a silica gel column chromatograph (chloroform:methanol=100:1 to 100:15 in volume ratio) and then recrystallized from ethanol, thereby obtaining 2.36 g (yield 83%) of 1,3-dimethyl-6-(4-[3-[2-(pyridine-4-yl)-4-oxo-4H-1-benzopyran-5-yl]oxypropyl]pyperazine-1-yl)-2,4(1H,3H)-pyrimidinedione (the non-hydrochloride of Compound 25).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05114941 |
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| Source dataset | uspto-grants-1992_05 |
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| ORD ID | ord-d1ffb31aa99e4935a7fa32e78658308f |
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| Source note | uspto-grants-1992_05 |
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