Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromomethyl tricyclo[3.3.1.13,7]dec-1-yl ketone | HCID 197820 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 117839606 | HCID 117839606 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 117840179 | HCID 117840179 | 49% |
Reaction Steps
To an acetonitrile solution (4.0 mL) of 6-methyl-4-(piperazin-1-yl)-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one (28.7 mg, 80.0 μmol) synthesized in Reference Synthesis Example 351, 1-(adamantan-1-yl)-2-bromoethanone (23.1 mg, 90.0 μmol), potassium carbonate (13.8 mg, 100 μmol), and sodium iodide (15.0 mg, 100 μmol) were added and the resultant mixture was stirred at room temperature for 1 day. After the completion of the reaction, to the reaction solution, saturated sodium bicarbonate aqueous solution was added and extraction with ethyl acetate from the reaction solution was performed. The organic layer was concentrated under reduced pressure and the resultant residue was purified by silica gel column chromatography (chloroform/methanol=10/0→9/1) to obtain the title compound (20.8 mg, yield: 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403798B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-19bd21bf6f6d4ec58f6fb216287763ee |
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| Source note | uspto-grants-2016_08 |
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