Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine | HCID 97740 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 2-Fluoropyridine-3-boronic acid | HCID 2783270 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 44479178 | HCID 44479178 | 93% |
Reaction Steps
The 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (239 mg, 1 mmol) prepared at Step 6, 2-fluoropyridin-3-yl boronic acid (189 mg, 1.3 mmol), potassium acetate (216 mg, 2.2 mmol), and bis(di-tert-butyl-(4-dimethyl amino phenyl) phosphine)dichloropalladium (14 mg, 0.02 mmol) were added into a mixed solvent of ethanol and water (5/1). The reactant was refluxed and stirred under nitrogen pressure at 80° C. for 2 hours. After the reaction, the solution was concentrated and washed with water and salt water, and then extracted with ethylacetate. After drying the organic layer with sulfuric anhydride magnesium and vacuum concentrating, the residuals were refined by means of column chromatography, so that 279 mg of the target compound, 6-(2-fluoropyridin-3-yl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (percentage yield: 93%), was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216981B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-6bd56993f3be444eab7adbecabeb8ce9 |
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| Source note | uspto-grants-2015_12 |
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