Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione | HCID 96141 | — |
| Reactant | HCID 67177362 | HCID 67177362 | — |
| Product | HCID 59239310 | HCID 59239310 | — |
Reaction Steps
4-(7-Benzyl-4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)aniline (0.0500 g, 0.000124 mol) Palladium(II) acetate (0.0043 g, 0.000019 mol) Cesium Carbonate (0.0921 g, 0.000283 mol) 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.0255 g, 0.0000441 mol) and 6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione (0.0321 g, 0.000200 mol) were combined, nitrogen purged three times, added dry 1,4-Dioxane (0.88 mL, 0.011 mol) The reaction was microwaved on 300 watts, 120° C. for 160 minutes on a CEM microwave. The reaction mixture was purified by HPLC. 1H NMR (400 MHz, DMSO) δ 10.36 (s, 1H), 8.53 (s, 1H), 8.27 (d, J=8.7, 2H), 7.42-7.34 (m, 4H), 7.28 (dd, J=15.1, 7.8, 3H), 5.01 (s, 1H), 3.72 (dd, J=9.7, 5.0, 6H), 3.55 (s, 2H), 3.50 (d, J=4.4, 4H), 3.08 (s, 3H), 2.68 (dd, J=18.0, 4.8, 4H). LC/MS-m/z+528.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163763B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-6b25c8d475134a15893ce714a539d621 |
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| Source note | uspto-grants-2012_04 |
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