HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66738591, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Reactant | tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate | HCID 854071 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66738591 | HCID 66738591 | 78.8% |
Reaction Steps
A mixture of 2-chloro-5-nitro-pyridine (3.4 g, 0.021 mol), (S)-(−)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester (4 g, 0.021 mol), and potassium carbonate (14.5 g, 0.105 mol) in acetonitrile (50 mL) was heated at reflux for 24 h. The reaction was monitored by LCMS and additional (S)-(−)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester was added until the reaction was driven to completion. The reaction mixture was then filtered and concentrated to give (S)-3-(5-nitro-pyridin-2-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester (5.1 g, 78.6%) as a yellow solid. LCMS calcd for C14H20N4O4 (m/e) 308, obsd 307.1 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08115011B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-3e7247fe9a5e420c9de16101e9bb1671 |
| Source note | uspto-grants-2012_02 |