Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 68193184 | HCID 68193184 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 52932175 | HCID 52932175 | 51% |
Reaction Steps
Ethyl 6-{4-[4-({4-[(2-tert-butoxy-2-oxoethyl)carbamoyl]-5-hydroxy-6-methylpyrimidin-2-yl}methyl)piperidin-1-yl]phenyl}nicotinate (0.043 g, 0.073 mmol) was dissolved in dichloromethane (5 mL), and trifluoroacetic acid (5 mL) was added at room temperature, followed by stirring for 12 hours. Hydrochloric acid (1 M) was added to the reaction solution, followed by extraction with ethyl acetate, and subsequently the organic layer was concentrated under reduced pressure. After the resulting residue was purified by chromatography on a silica gel column (Moritex Corporation, elution solvent: ethyl acetate/methanol), a fraction corresponding to the Rf value=0.10 (ethyl acetate/methanol=4/1) by thin layer chromatography was concentrated under reduced pressure. The resulting residue was dissolved in ethyl acetate, followed by addition of diisopropyl ether, and subsequently the deposited solid was collected by filtration using diisopropyl ether to afford the title compound (0.020 g, 0.037 mmol) as a pale yellow solid (yield 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785462B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-a0ece821b8d2426cb39d0d91f51a6ff8 |
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| Source note | uspto-grants-2014_07 |
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