Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | Ethyl 6-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-2-(trifluoro-methyl)nicotinate | HCID 87160624 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 87160620 | HCID 87160620 | 98.5% |
Reaction Steps
Ethyl 6-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-2-(trifluoro-methyl)nicotinate (1.7 g) was added to dichloromethane (50 ml). Then, 1.0 mol/l hexane solution (10 ml) of diisobutyl aluminum hydride was added dropwise thereto at −70° C. After continuing the stirring at −70° C. for 30 minutes, ethyl acetate (50 ml) and sodium sulfate decahydrate (3.0 g) were added. After further stirring at room temperature for 1 hour, the reaction liquid was filtered by suction on Celite. The filtrate was distilled off under reduced pressure and the purified by silica gel column chromatography to obtain [6-{3-[3,5-bis-(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-2-(trifluoromethyl)pyridin-3-yl]-methanol (1.55 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09375000B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-a9b4d39a6ad24c0caffe15482bafe080 |
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| Source note | uspto-grants-2016_06 |
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