HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 9-(2,6-dimethylstyryl)-N-(4-(dimethylphosphoryl)phenyl)-2-(1H-imidazol-1-yl)-9H-purin-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (E)-9-(2,6-dimethylstyryl)-2-chloro-N-(4-(dimethylphosphoryl)phenyl)-9H-purin-6-amine | HCID 86631262 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 9-(2,6-dimethylstyryl)-N-(4-(dimethylphosphoryl)phenyl)-2-(1H-imidazol-1-yl)-9H-purin-6-amine | HCID 44561830 | — |
Reaction Steps
Imidazole (0.16 g, 2.36 mmol) was dissolved in DMF (1.0 mL) in a CEM 10 mL microwave tube and to this was added NaH (0.09 g, 60% dispersion in mineral oil). The content was stirred at room temperature until no more bubbling was observed (˜10 min). Then (E)-9-(2,6-dimethylstyryl)-2-chloro-N-(4-(dimethylphosphoryl)phenyl)-9H-purin-6-amine (0.12 g, 0.236 mmol) was added. The reaction was heated with microwave (120° C., 10 min). Solvent was removed on rotavapor and the residue was partitioned between EtOAc/water, and the organic layer was separated and dried Na2SO4. The product was purified on ISCO combiFlash (12 g silica gel column, 5% MeOH/DCM): MS [M+H]+ 484.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071609B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-97fbe23703cc436eb103cf845eabcb4f |
| Source note | uspto-grants-2011_12 |