HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 6-Morpholin-4-yl-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 6-Chloro-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine | HCID 11226300 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Morpholin-4-yl-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine | HCID 59333604 | 91.3% |
Reaction Steps
6-Chloro-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine (3.3 g, 6.25 mmol) was dissolved in acetonitrile (30 ml) followed by the addition of morpholine (2.2 ml, 25 mmol) and the resulting mixture was heated to reflux for 1 hour. The reaction mixture was partitioned with ethyl acetate and saturated aqueous sodium bicarbonate solution, the organic layer was dried over magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=9:1 to 8:2) to give the title compound (3.3 g, 91%) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309546B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-e7479ecaac4a47848d18ee867fc86e52 |
| Source note | uspto-grants-2012_11 |