Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,4-Dimethoxyphenylboronic acid | HCID 2734702 | — |
| Reactant | HCID 68524877 | HCID 68524877 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10134293 | HCID 10134293 | 10.4% |
Reaction Steps
A mixture of 6-cyclopropylamino-2-trifluoromethyladenine (46 mg, 0.2 mmol), 3,4-dimethoxyphenyl boronic acid (44 mg, 0.24 mmol), copper(II) acetate (36 mg, 0.2 mmol), triethylamine (1.0 mmol, 101 mg), anhydrous acetonitrile (4 ml) and molecular seives (˜10 pellets) was stirred at 50-55° C. for 18 hours. Ethyl acetate (20 ml) was added and the solid was removed by filtration. The filtrate was washed with 20 ml of 5% sodium bicarbonate aqueous solution. Evaporation and chromatography over SiO2 using hexane/ethylacetate/methanol (50:50: 1) as elunt gave 7.9 mg of the title compound (yield 10%). 1H NMR (300 MHz, CDCl3) δ 8.10 (s, 1H), 7.39 (s, 1H), 7.13 (d, J=8.7 Hz, 2H), 6.98 (d, J=8.7 Hz, 2H), 6.35(b, 1H), 3.93 (s, 3H), 3.90 (s, 3H), 3.18 (b, 1H), 0.91 (m, 2H), 0.69 (m, 2H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07332486B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-924f09575b10475ebc40e121a380f49e |
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| Source note | uspto-grants-2008_02 |
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