Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Ethylbenzimidazole | HCID 15807 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | HCID 86648252 | HCID 86648252 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | HCID 59605568 | HCID 59605568 | 48.2% |
Reaction Steps
According to General Procedure I for Buchwald coupling, into a vial was added 1-((2-chloro-9-methyl-6-morpholino-8,9-dihydro-7H-purin-8-yl)methyl)-N,N-dimethylpiperidin-4-amine (0.044 g, 0.11 mmol), 2-ethyl-1H-benzo[d]imidazole (0.0171 g, 0.117 mmol), Xphos (0.00692 g, 0.0145 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.00696 g, 7.60E-6 mol), and Cesium Carbonate (0.0728 g, 0.223 mmol). The mixture was dissolved in N,N-Dimethylformamide (0.865 mL, 0.0112 mol). The reaction was heated at 145° C. under pressure for 30 minutes in a microwave reactor. The reaction mixture was filtered and concentrated. The crude was purified by reverse phase HPLC to give 306 (26.7 mg, 47%). [M+H]+=536.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394796B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-abd6d5209eb640df88eeef2f57763651 |
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| Source note | uspto-grants-2013_03 |
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