HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazinecarboxylic acid, ethyl ester → HCID 136596965, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazinecarboxylic acid, ethyl ester | HCID 20064 | — |
| Reactant | HCID 90393161 | HCID 90393161 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 136596965 | HCID 136596965 | 17% |
Reaction Conditions
| Temperature | 175 °C |
|---|
Reaction Steps
To a crude reaction mixture containing tert-butyl (1-(3-cyanoisoquinolin-1-yl)pyrrolidin-3-yl)carbamate (786 mg) was added ethyl hydrazinecarboxylate (242 mg, 2.323 mmol) in NMP (5 mL). The resulting suspension was heated at 175° C. overnight and was subsequently cooled, diluted with MeOH, and filtered. The crude product was purified using mass-triggered HPLC eluting with a gradient of 20-45% ACN in water (acid mode). The product-containing fractions were concentrated to give the title compound (117 mg, 17.0% over 2 steps). ESI-MS m/z [M+H]+ 297.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09402841B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-a515fc3e5c3d4953bdbbeebaba529984 |
| Source note | uspto-grants-2016_08 |