Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triazabicyclodecene | HCID 79873 | — |
| Reactant | 5-Bromo-5-(2-methoxyethyl)pyrimidine-2,4,6(1H,3H,5H)-trione | HCID 21931151 | — |
| Reactant | HCID 22349419 | HCID 22349419 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Diisopropyl Ether | HCID 7914 | — |
| Product | HCID 22349452 | HCID 22349452 | 132.1% |
Reaction Steps
A mixture of 23 miligrams of 2-(2-Ethoxy-ethyl)-5-(4-hydroxy-phenoxy)-2,3-dihydro-isoindol-1-one (0.07 mmol), 5-bromo-5-(2-methoxy-ethyl)-pyrimidine-2,4,6-trione (0.021 grams, 0.08 mmol), 1,5,7-triazabicyclo[4.4.0]dec-5-ene bound to polystyrene (0.087 grams) and acetonitrile (0.5 mL) was shaken for 18 hours at room temperature. The mixture was treated with a solution of acetic acid in methanol (1:4 v/v), shaken for 20 minutes, and was filtered. The filtrate was concentrated in vacuo, and the residue was purified by silica gel chromatography using 5% methanol in methylene chloride as eluant. Trituration of the purified product with iso-propyl ether afforded 5-(4-[2-(2-Ethoxy-ethyl)-1-oxo-2,3-dihydro-1H-isoindol-5-yloxy]-phenoxy)-5-(2-methoxy-ethyl)-pyrimidine-2,4,6-trione (0.023 grams) as a colorless solid. MS: 498.5 [M+H]+; 496.5 [M−H]−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06919332B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-6d29c90e74cf4d428720e0a823d3ee6c |
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| Source note | uspto-grants-2005_07 |
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