Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67501824 | HCID 67501824 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67501587 | HCID 67501587 | 100.7% |
Reaction Steps
To a solution of (S)-2,2-dimethyl-4-{2-[4-(5-trifluoromethyl-pyridin-2-ylamino)-phenyl]-ethyl}-oxazolidine-3-carboxylic acid tert-butyl ester (54 mg) in acetonitrile (0.5 ml) were added water (1.5 ml) and trifluoroacetic acid (0.071 ml). The mixture was heated at 80° C. for 2 h. The mixture was then cooled to room temperature and diluted with ethyl acetate. The resulting mixture was washed sequentially with 1 N aq. sodium hydroxide solution and saturated brine, the phases were then separated and the organic phase was dried over sodium sulphate and concentrated in vacuo to afford (S)-2-amino-4-[4-(5-trifluoromethyl-pyridin-2-ylamino)-phenyl]-butan-1-ol (38 mg, quant.) as a yellow oil which was used in the next step without further purification. MS (ISP): 326.3 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673950B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-f1d0f845f53444f88e8e1a0d0f2d8224 |
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| Source note | uspto-grants-2014_03 |
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