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HRID 77409Erstellt: 24. Oktober 2026
Potassium Phosphate, Tribasic → 6-(1,4-Diazabicyclo[3.2.2]nonan-4-yl)-3-methylthieno[2,3-d]pyrimidin-4(3H)-one
https://huagongshe.com/de/reaction/77409
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | L-Proline | HCID 145742 | — |
| Edukt | 1,4-Diazabicyclo(3.2.2)nonane | HCID 398407 | — |
| Edukt | 6-bromo-3-methylthieno[2,3-d]pyrimidin-4(3H)-one | HCID 68160197 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 6-(1,4-Diazabicyclo[3.2.2]nonan-4-yl)-3-methylthieno[2,3-d]pyrimidin-4(3H)-one | HCID 68160097 | 2,1% |
Reaktionsschritte
A mixture of 6-bromo-3-methylthieno[2,3-d]pyrimidin-4(3H)-one (70 mg, 0.28 mmol), copper(I) iodide (13.6 mg, 0.071 mmol), L-proline (16.4 mg, 0.143 mmol), 1,4-diazabicyclo[3.2.2]nonane (54.1 mg, 0.428 mmol) and potassium phosphate (132 mg, 0.571 mmol) in DMSO (1 mL) was heated at 90° C. in a sealed vessel for 3 days. The reaction was acidified with acetic acid, diluted with methanol and purified on a scx cartridge (1 g), further purified by acid prep HPLC, passed through a scx cartridge (500 mg) and evaporated to dryness to afford 6-(1,4-Diazabicyclo[3.2.2]nonan-4-yl)-3-methylthieno[2,3-d]pyrimidin-4(3H)-one (1.8 mg, 0.006 mmol).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841289B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-577e0f506d014acb9049cec4c76da0ea |
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| Quellennotiz | uspto-grants-2014_09 |
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