HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2S,4S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-aminomethyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide hydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-cyano-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide | HCID 67010058 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S,4S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-aminomethyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide hydrochloride salt | HCID 67010106 | 94.2% |
Reaction Steps
A flask was charged with (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-cyano-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide (260 mg, 0.599 mmol), prepared as in Reference 11, methanol (4 mL), hydrogen chloride (4N in dioxane, 16 mmol) and palladium on carbon (10%, 100 mg) and the mixture was placed under a hydrogen atmosphere (balloon). The mixture was stirred for 18 hours at ambient temperature, filtered and concentrated to give crude (2S,4S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-aminomethyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide hydrochloride salt (0.247 g, 0.564 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791102B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-e72b53e2622e451e906ea0a278078dac |
| Source note | uspto-grants-2014_07 |