Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Reactant | 4-Chloro-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine | HCID 59021478 | — |
| Product | HCID 12004133 | HCID 12004133 | 59.6% |
Reaction Steps
A mixture of 4-chloro-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (0.103 g, 0.000366 mol), 4-(trifluoromethoxy)aniline (0.0983 mL, 0.000733 mol) and sodium iodide (0.020 g, 0.00013 mol) in Acetonitrile (3 mL, 0.06 mol) was heated via microwave in a sealed tube at 180° C. for 15 minutes. After cooling to room temperature, the mixture was added to saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. Concentrated to leave an oil. The residue was purified by flash chromatography over silica gel (ethyl acetate/hexane gradient 0 to 100%) to give 0.092 g of an off-white solid.
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-de601a28c97c43b087cbec88e2c12cf2 |
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| Source note | uspto-grants-2007_12 |
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