HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → (S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | (R)-1-(4-Nitro-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide | HCID 68687436 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide | HCID 68686439 | 89% |
Reaction Steps
(R)-1-(4-Nitro-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide (Method 52; 0.85 g) was dissolved in MeOH (50 ml), to this was added ammonium formate (1.0 g, 16 mmol) and palladium (0.1 g). The reaction was heated at reflux for 60 minutes (reaction decolourised). MeOH was removed in vacuo and saturated ammonium chloride (50 ml) was added. The system was extracted with DCM (2×100 ml), dried and solvent was removed in vacuo to yield the title compound as a brown gum (0.67 g, 87%). The product rapidly turned black on exposure to air. The product was used immediately without any purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07655652B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-5cf5cd81d2234098b6d116d22a01a340 |
| Source note | uspto-grants-2010_02 |