Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 68775608 | HCID 68775608 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86648339 | HCID 86648339 | 87.8% |
Reaction Steps
5-[2-((S)-2-Cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 11d (20 mg, 0.057 mmol) and p-toluenesulfonic acid monohydrate (12 mg, 0.063 mmol) were dissolved in 2 mL of dichloromethane with stirring upon cooling by an ice-water bath. The reaction mixture was stirred for 10 minutes at the same temperature and the ice-water bath was removed. The mixture was concentrated under reduced pressure to obtain an oil. The mixture was treated with 5 mL of ethyl acetate with stirring to produce a white precipitate. The mixture was filtered under reduced pressure to obtain the title compound 5-[2-((S)-2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonate 11 (0.026 g, yield 86.8%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415349B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-58b71bd13ac94a1abcffa3a5b3d764d8 |
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| Source note | uspto-grants-2013_04 |
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