Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Adenine | HCID 190 | — |
| Reactant | Ethylene carbonate | HCID 7303 | — |
| Reactant | Adefovir | HCID 60172 | — |
| Reactant | Magnesium dipropan-2-olate | HCID 10197750 | — |
| Catalyst | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(6-Aminopurin-9-yl)ethanol | HCID 242652 | 90% |
Reaction Steps
Adenine to PMEA using Magnesium Isopropoxide. To a suspension of adenine (16.8 g, 0.124 mol) in DMF (41.9 ml) was added ethylene carbonate (12.1 g, 0.137 mol) and sodium hydroxide (.100 g, 0.0025 mol). The mixture was heated at 130° C. overnight. The reaction was cooled to below 50° C. and toluene (62.1 ml) was added. The slurry was further cooled to 5° C. for 2 hours, filtered, and rinsed with toluene (2×). The wet solid was dried in vacuo at 65° C. to yield 20.0 g (90%) of 9-(2-hydroxyethyl)adenine as an off-white solid. Mp: 238-240° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07390791B2 |
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| Source dataset | uspto-grants-2008_06 |
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| ORD ID | ord-b840640a941c43a098c2c7aeb4126f6d |
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| Source note | uspto-grants-2008_06 |
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