Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Fumaric Acid | HCID 444972 | — |
| Reactant | HCID 71656881 | HCID 71656881 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 71657068 | HCID 71657068 | 83.2% |
Reaction Steps
To 40.0 mg (0.054 mmol) of (5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-{1-[5-(3-hydroxy-3-methylbutoxy)pyrimidin-2-yl]piperidin-4-yl}-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol, which was prepared by a method similar to that of Reference Example 16, and 3.3 mg (0.028 mmol) of fumaric acid, 0.08 ml of acetone and 0.008 ml of ultrapure water were added, and the reaction mixture was stirred at room temperature to obtain a homogeneous solution. Subsequently, a small amount of a seed crystal was added thereto, and then the reaction mixture was stirred for 30 minutes under ice cooling. The precipitated solid was obtained by filtration, washed with 0.04 ml of acetone and then dried under reduced pressure at 40° C. to provide 35.6 mg of the title compound as a white powder (yield: 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321747B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-ff73f4cadb34454c979c82550c62fa57 |
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| Source note | uspto-grants-2016_04 |
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