Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4(3H)-Pyrimidinone, 2-chloro-3-methyl-6-(4-pyridinyl)- | HCID 11276081 | — |
| Reactant | HCID 67117412 | HCID 67117412 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67117441 | HCID 67117441 | 74.4% |
Reaction Steps
To a suspension of 2-(4-(1,2,4-oxadiazol-3-yl)phenyl)piperazine dihydrochloride (102 mg, 0.34 mmol) in tetrahydrofuran (6 mL) was added triethylamine (0.23 mL, 1.65 mmol) and then 2-chloro-3-methyl-6-(4-pyridyl)-3H-pyrimidin-4-one (73 mg, 0.33 mmol) at room temperature. After stirring for 24 h, the resulting mixture was concentrated in vacuo. The residue was dissolved in dichloromethane and saturated sodium bicarbonate aqueous solution, and the solution was passed through CHEM ELUT CE1010 (manufactured by VARIAN). The filtrate was concentrated in vacuo to yield crystals, which were washed with diisopropyl ether and ethanol to afford (S)-2-(3-(4-(1,2,4-oxadiazol-3-yl)phenyl) piperazin-1-yl)-3-methyl-6-(4-pyridyl)pyrimidin-4-one (102 mg 74%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504411B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-02640808f39546fa99ccda8cbe00e9f0 |
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| Source note | uspto-grants-2009_03 |
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