Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 3-Aminoquinoline | HCID 11375 | — |
| Reactant | Hydrogen iodide | HCID 24841 | — |
| Reactant | 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine | HCID 21958838 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 12003975 | HCID 12003975 | 57.1% |
Reaction Steps
Sodium iodide (434 mg, 2.9 mmol) and hydriodic acid (0.4 mL, 47% aqueous solution) were added to a mixture of 7-benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (500 mg, 1.93 mmol) and 3-aminoquinoline (418 mg, 2.9 mmol) in dioxane (4 mL) and the reaction solution was heated in a sealed tube via microwave at 150° C. for 20 min. The solvent was removed under reduced pressure. The residue was suspended in water, solid sodium carbonate was added to a pH>8, and the mixture was extracted with ethyl acetate. The organic layer was removed in vacuo and the residue was purified by column chromatography to yield the product as a beige solid (405 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07312330B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-2accb4acc1d04fa6b28103a5f33ca84a |
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| Source note | uspto-grants-2007_12 |
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