HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-2-pyrrolidone → HCID 136596959, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Hydrazinecarboxylic acid, ethyl ester | HCID 20064 | — |
| Reactant | HCID 90387398 | HCID 90387398 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136596959 | HCID 136596959 | 32% |
Reaction Conditions
| Temperature | 175 °C |
|---|
Reaction Steps
To crude (S)-tert-butyl 3-((3-cyanoisoquinolin-1-yl)(methyl)amino)pyrrolidine-1-carboxylate (0.245 g) in NMP (1 mL) was added ethyl hydrazinecarboxylate (0.289 g, 2.78 mmol). The reaction mixture was heated at 175° C. for 2 days and was subsequently cooled, diluted with EtOAc, and washed with aqueous NH4Cl. The organic phase was separated, dried, and concentrated. The crude product was purified by HPLC to give the title compound (91 mg, 32% over 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09402841B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-9f1054d98c724662934995995868a26a |
| Source note | uspto-grants-2016_08 |