Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 8-Bromoadenine | HCID 81457 | — |
| Reactant | HCID 57850813 | HCID 57850813 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57850140 | HCID 57850140 | 42% |
| Product | HCID 178473805 | HCID 178473805 | 21% |
Reaction Steps
To a suspension of 8-bromoadenine (0.042 g, 0.197 mmol) and toluene-4-sulfonic 2-(1-acetyl-piperidin-4-yl)-ethyl ester (0.077 g, 0.237 mmol) in THF was added Barton's base (50 μl, 0.237 mmol) at room temperature. The reaction mixture was heated at 100° C. for 15 min in microwave reactor, at the end of this period reaction was cooled to room temperature and the crude was purified by Isco silica gel flash column using 0-5% gradient of methanol in dichloromethane to give 0.030 g (42%) of 9-[2-(1-acetylpiperidin-4-yl)-ethyl]-8-bromo-9H-purin-6-amine, LC-MS [M+H]+ 366.2 and 0.015 g (21%) of 3-[2-(1-acetylpiperidin-4-yl)-ethyl]-8-bromo-3H-purin-6-amine, LC-MS [M+H]+ 366.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07595401B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-638c3532342e4d4ca91d685bb770235b |
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| Source note | uspto-grants-2009_09 |
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