HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-chloro-N-(4-(dimethylphosphoryl)phenyl)-9-vinyl-9H-purin-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(Dimethylphosphoryl)aniline | HCID 20634553 | — |
| Reactant | 2,6-Dichloro-9-vinylpurine | HCID 57742405 | — |
| Reactant | 2,6-Dichloropurine 9-vinyl purine | HCID 86631261 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-chloro-N-(4-(dimethylphosphoryl)phenyl)-9-vinyl-9H-purin-6-amine | HCID 86631260 | — |
Reaction Steps
To a sealed tube were added 2,6-dichloropurine-9-vinyl purine (0.43 g, 2 mmol), 4-aminophenyl-dimethylphosphine oxide (0.37 g, 2.2 mmol), and the solids were dissolved in ˜15 mL anhydrous EtOH under Ar. Then DIEA (1.0 mL, 6 mmol) was added. The reaction was heated at 105° C. for 3 overnights until the starting material 2,6-dichloro-9-vinylpurine had disappeared. Volatiles were removed by rotavaporing and the residue was partitioned between EtOAc/water. The organic layer was washed with water once more and dried over Na2SO4. The final product was purified by silica gel column chromatography (4˜8% MeOH/DCM).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071609B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-6985081a556845b0a52e2f26f40d04b5 |
| Source note | uspto-grants-2011_12 |