HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,4S)-Benzyl 2-(6-fluoropyridin-3-ylcarbamoyl)-4-methoxypyrrolidine-1-carboxylate → (2S,4S)-N-(6-fluoropyridin-3-yl)-4-methoxypyrrolidine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,4S)-Benzyl 2-(6-fluoropyridin-3-ylcarbamoyl)-4-methoxypyrrolidine-1-carboxylate | HCID 59436347 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S,4S)-N-(6-fluoropyridin-3-yl)-4-methoxypyrrolidine-2-carboxamide | HCID 59436349 | 100% |
Reaction Steps
To a stirred suspension of palladium on carbon (10%, 80 mg) in methanol (100 mL) was added a solution of (2S,4S)-benzyl 4-methoxy-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylate 62A (400 mg, 1.12 mmol) in methanol (100 mL) under nitrogen. The suspension was hydrogenated with a hydrogen balloon atmosphere overnight. The resulting suspension was filtered through a pad of celite and washed with methanol. Concentration of the filtrate gave the product as an oil (250 mg, 100%) which was used without purification in the next step. LC/MS [M+H]+: 240; Ret time (Method F): 0.91 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415340B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-8894165ab756431d80629e4d47860269 |
| Source note | uspto-grants-2013_04 |