HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 9-(2,6-dimethylstyryl)-N-(4-(dimethylphosphoryl)phenyl)-2-morpholino-9H-purin-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | n-BuOH DMSO | HCID 20476217 | — |
| Reactant | 2-chloro-N-(4-(dimethylphosphoryl)phenyl)-9-vinyl-9H-purin-6-amine | HCID 86631260 | — |
| Product | 9-(2,6-dimethylstyryl)-N-(4-(dimethylphosphoryl)phenyl)-2-morpholino-9H-purin-6-amine | HCID 44561828 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
2-chloro-N-(4-(dimethylphosphoryl)phenyl)-9-vinyl-9H-purin-6-amine (0.05 g, 0.11 mmol) was dissolved in n-BuOH/DMSO (1.0 mL/0.2 mL) in a CEM 10 mL microwave tube and was added morpholine (95 □L, 1.1 mmol) and DIEA (96 □L, 0.55 mmol). The reaction was heated with microwave (120° C., 10 min). Solvent was removed on a rotavapor and the residue was partitioned between EtOAc/water, organic layer was separated and dried Na2SO4. The product was purified on ISCO combiFlash (12 g silica gel column, 5% MeOH/DCM) to yield the desired compound: MS [M+H]+ 559.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586566B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-15c91aea4d05469e937ff1ea35842852 |
| Source note | uspto-grants-2013_11 |