Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 88585511 | HCID 88585511 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 87158597 | HCID 87158597 | 77.6% |
Reaction Steps
t-Butyl({2-methyl-6-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-pyridin-3-yl}methyl)carbamate (0.95 g) was added to ethanol (25 ml) and then to the solution was added conc. hydrochloric acid (5 ml) in small portions at room temperature, and then heated at 50° C. for 3 hours. After cooling the mixture to the room temperature, the reaction mixture was diluted with water (100 ml). The pH was adjusted to 11 by using an aqueous solution of sodium hydroxide and the solution was extracted with ethyl acetate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to obtain 1-({2-methyl-6-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]pyridin-3-yl}methanamine (0.6 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-b52079cfbded4e19b114422221f7b825 |
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| Source note | uspto-grants-2016_06 |
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