HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Amino-6,8-dichloro-9-(2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl)purine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl- | HCID 178988 | — |
| Reactant | 6,8-Dichloro-9H-purin-2-amine | HCID 5464677 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Amino-6,8-dichloro-9-(2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl)purine | HCID 19883991 | 44.6% |
Reaction Steps
A mixture of 2-amino-6,8-dichloropurine (0.82 g), 5-bromoethyl-2,2-dimethyl-1,3-dioxan (0.9 g) and anhydrous potassium carbonate (0.83 g) in N,N-dimethylformamide (20 ml) was stirred at room temperature for 18 hours under dry nitrogen. The mixture was then filtered and the filtrate evaporated. The residue was purified by column chromatography on silica (100 g) [eluent 2% methanol-dichloromethane] to give 2-amino-6,8-dichloro-9-(2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl)purine (t.l.c. r.f. 0.50, 5% methanol-dichloromethane) as a pale solid (0.62 g, 45%). Recrystallisation from diethyl ether gave an off-white solid m.p. 149°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05138057 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-a403aacc28a742d09c1c39cdb24ddfc7 |
| Source note | uspto-grants-1992_08 |