Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 86591946 | HCID 86591946 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86591945 | HCID 86591945 | 43.8% |
Reaction Steps
Tert-butanol (0.1 ml) and potassium tert-butoxide (0.015 g) were added to a solution of 4-[1,3-dimethyl-2,6-dioxo-7-(2-propynyl)-2,3,6,7-tetrahydro-1H-purin-8-yl]piperazine-1-carboxylic acid tert-butyl ester (0.402 g) in dimethyl sulfoxide (5 ml), and the reaction mixture was stirred at room temperature for 16 hours. Saturated aqueous solution of ammonium chloride (5 ml) was added, and the reaction solution was poured into ethyl acetate (50 ml) and water (30 ml). The organic layer was washed with 10% aqueous solution of acetic acid (50 ml), saturated aqueous solution of sodium bicarbonate (50 ml), and saturated aqueous solution of sodium chloride (50 ml) in order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation at reduced pressure. The residue was purified by silica gel column chromatography to obtain 0.176 g of the title compound from a fraction eluted with hexane-ethyl acetate (3:7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07074798B2 |
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| Source dataset | uspto-grants-2006_07 |
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| ORD ID | ord-2576c0151bb84e62969ea4f8de3c958c |
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| Source note | uspto-grants-2006_07 |
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