HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,4S)-Benzyl 4-methoxy-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylate → (2S,4S)-4-Methoxy-N-(pyrazin-2-yl)pyrrolidine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,4S)-Benzyl 4-methoxy-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylate | HCID 59436412 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S,4S)-4-Methoxy-N-(pyrazin-2-yl)pyrrolidine-2-carboxamide | HCID 59436335 | 102.3% |
Reaction Steps
To a solution of (2S,4S)-benzyl 4-methoxy-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylate 18C (550 mg, 1.54 mmol) in methanol (200 mL) was added palladium on carbon (10%, 80 mg) under nitrogen. The suspension was hydrogenated at 55 psi overnight. The resulting suspension was filtered through a pad of celite and washed with methanol. Concentration of the filtrate gave the product (18D) as an oil (350 mg, 100%) which was used without purification in the next step. LC/MS [M+H]+: 223; Ret time (Method F): 0.76 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415340B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-2da1160e8b3c4a819b1b2ed5ef46e425 |
| Source note | uspto-grants-2013_04 |