Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 78166221 | HCID 78166221 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Product | HCID 117840015 | HCID 117840015 | 2% |
Reaction Steps
To a crude product synthesized using 4-[4-(4-fluorophenyl)-5-hydroxy-5,6-dihydropyridin-1(2H)-yl]-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one (50.0 mg, 0.111 mmol) synthesized in Synthesis Example 190 in a similar manner to Reference Synthesis Example 68, N,N-dimethylformamide (1.0 mL) and copper cyanide (49.3 mg, 0.550 mmol) were added and the resultant mixture was stirred at 100° C. for 1 day. After the completion of the reaction, to the reaction solution, saturated sodium chloride aqueous solution was added and extraction with ethyl acetate from the reaction solution was performed. The organic layer was dried over anhydrous sodium sulfate and was concentrated under reduced pressure and the resultant residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1→0/1) to obtain the title compound (0.8 mg, yield: 2%).
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-cdce4f97029a4a638185e77a3f1ab865 |
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| Source note | uspto-grants-2016_08 |
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