Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (5,6,7,8-Tetrahydro-pyrido[3,4-d]pyrimidin-4-yl)-(4-trifluoromethylphenyl)amine | HCID 59021462 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 11188940 | HCID 11188940 | 57.4% |
Reaction Steps
A mixture of N-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine (0.250 g, 0.85 mmol), 2,3-dichloropyridine (0.251 g, 1.69 mmol) and N,N-diisopropylethylamine (0.22 mL, 1.27 mmol) in a mixture of 1,4-dioxane (2 mL) and N,N-dimethylacetamide (0.2 mL) was heated in a sealed tube via microwave (Emerys Optimizer model, Personal Chemistry) for 10 hr at 170° C. The mixture was allowed to cool to room temperature and poured into water (60 mL). The mixture was extracted with ethyl acetate (2×30 mL) and the combined organic layers were washed with brine, dried over sodium sulfate and concentrated to leave an oil. The residue was purified by flash chromatography over silica gel (ethyl acetate/hexane gradient 0 to 100%) to obtain 198 mg of a 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-cba04d994c144a428643d77f7f9c9b59 |
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| Source note | uspto-grants-2007_12 |
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