HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 9-((2-Acetoxyethoxy)methyl)-6-chloropurine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Bromomethoxy)ethyl acetate | HCID 367656 | — |
| Reactant | 6-Chloropurine | HCID 5359277 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 9-((2-Acetoxyethoxy)methyl)-6-chloropurine | HCID 512655 | 68% |
Reaction Steps
To a solution of 6-chloropurine (6 g, 38.8 mmoles) in DMF was added sodium hydride 60% (0.93 g) over 1.5 hour period. (2-acetoxyethoxy)methyl bromide was then added at room temperature; the reaction mixture was allowed to stir for 2 hours under N2 atmosphere. H2O was added and the product was extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered, and evaporated in vacuo to give a light yellow solid 7.1 g, 68% yield of 9-[(2-acetoxy-ethoxy)methyl]-6-chloro-purine. The crude was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05256398 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-d151674c3cc84f9f838400f09904737d |
| Source note | uspto-grants-1993_10 |