Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 70647870 | HCID 70647870 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 70647861 | HCID 70647861 | 83.1% |
Reaction Steps
Into a 50-mL recovery flask (eggplant flask), 380 mg (0.84 mmol) of methyl 6-[(4-benzhydryloxypiperidin-1-yl)difluoromethyl]pyridine-2-carboxylate synthesized in Production Example 51 was fed and dissolved in 10 mL of ethanol. Thereto, 1.7 mL of a 1-N sodium hydroxide aqueous solution was added, and the reaction was conducted at a room temperature. After the completion of the reaction was confirmed, the contents in the system were concentrated, and the residue was diluted with water. The diluted residue was neutralized with 1-N hydrochloric acid and then extracted with chloroform. The organic layer was washed with water and a saturated saline solution in order and then dried over sodium sulfate. After the solvent was concentrated, the resulting brown oily substance was purified by column chromatography (chloroform/methanol (volume ratio)=3:1) to give the title compound (306 mg (83%)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365553B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-ba59d0bcfe2d456e92e1067074108d9a |
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| Source note | uspto-grants-2016_06 |
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