Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Chlorophenol | HCID 7933 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 90402984 | HCID 90402984 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131735713 | HCID 131735713 | 100% |
Reaction Steps
Step 1 8-Bromo-1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-isopentyl-3-methyl-1H-purine-2,6(3H,7H)-dione (0.50 g, 1.03 mmol, intermediate 82), 3-chlorophenol (0.14 g, 1.08 mmol), potassium carbonate (0.29 g, 2.06 mmol) were combined in DMF (5 mL) and heated at 90° C. for 15 h. The reaction was cooled, diluted with water (100 mL) and extracted with ethyl acetate (3×75 mL). The combined extracts were washed with 1 N LiCl (2×75 mL), dried with magnesium sulfate, filtered and evaporated under reduced pressure to give 1-(3-((tert-butyldimethylsilyl)oxy)propyl-8-(3-chlorophenoxy)-7-isopentyl-3-methyl-1H-purine-2,6(3H,7H)-dione (0.55 g, 100% yield) as a yellow oil. LCMS retention time=6.238 min and 85% purity, LCMS MH+=535.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359359B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-6b8a4e1da4b94f0dbf5c73d1f5d7f094 |
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| Source note | uspto-grants-2016_06 |
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