HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873548Generated: October 31, 2026
Hexane → 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonate
https://huagongshe.com/reaction/1873548
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hexane | HCID 8058 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-N,N,5-trimethyl-hexahydro-cyclopenta[c]pyrrole-2(1H)-carboxamide | HCID 68776893 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonate | HCID 86648343 | 97.9% |
Reaction Steps
5-[2-(2-Cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 18a (0.9 g, 2.47 mmol) was dissolved in 5 mL of dichloromethane with stirring at room temperature. To a solution of p-toluenesulfonic acid monohydrate (469 mg, 2.47 mmol) in 3 mL of acetone was added the above mentioned solution, which resulted in the formation of a white precipitate. The reaction mixture was stirred for 30 minutes followed by addition of 1 mL of n-hexane. The mixture was filtered to obtain the title compound 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonate 18 (1.3 g, yield 93%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08304411B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-12802d7ca0fe4a759a9533beeec56297 |
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| Source note | uspto-grants-2012_11 |
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