HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydroxybutanedioic Acid → 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-N,N,5-trimethyl-hexahydro-cyclopenta[c]pyrrole-2-carboxamide tartrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dihydroxybutanedioic Acid | HCID 875 | — |
| 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]-N,N,5-trimethyl-hexahydro-cyclopenta[c]pyrrole-2-carboxamide tartrate | HCID 68777119 | 82% |
Reaction Steps
5-[2-((2S,4S)-2-Cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-N,N,5-trimethyl-hexahydro-cyclopenta[c]pyrrole-2(1H)-2-carboxamide 13h (0.16 g, 0.44 mmol) was dissolved in 5 mL of dichloromethane with stirring followed by dropwise addition of a solution of 5 mL of tartaric acid (65.6 mg, 0.44 mmol) in acetone. The reaction mixture was reacted for 30 minutes resulting in the formation of a white precipitate. The mixture was filtered and the filter cake was washed with acetone to obtain the title compound 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-N,N,5-trimethyl-hexahydro-cyclopenta[c]pyrrole-2-carboxamide tartrate 13 (0.18 g, yield 82%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304411B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-e220082026f0482b8581d12b7c75ef81 |
| Source note | uspto-grants-2012_11 |