HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine hydrate (1:1) → (2R)-tert-butyl 2-(2-amino-2-(3-chloro-4-fluorophenyl)ethyl)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | (2R)-tert-butyl 2-(2-(3-chloro-4-fluorophenyl)-2-(1,3-dioxoisoindolin-2-yl)ethyl)pyrrolidine-1-carboxylate | HCID 86705572 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | (2R)-tert-butyl 2-(2-amino-2-(3-chloro-4-fluorophenyl)ethyl)pyrrolidine-1-carboxylate | HCID 86705573 | 58.2% |
Reaction Steps
To a solution of 303 (0.0507 g, 0.1072 mmol) and THF/MeOH (1:1) was added hydrazine monohydrate (0.080 mL, 1.072 mmol) and the reaction stirred at RT 3 d. A thick white precipitate formed which was filtered through CELITE. The solution was concentrated and purified by SiO2 chromatography to afford 0.0214 g (58%) of (2R)-tert-butyl 2-(2-amino-2-(3-chloro-4-fluorophenyl)ethyl)pyrrolidine-1-carboxylate (305) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133187B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-848ceeb7810247c298e858ac557ac3a6 |
| Source note | uspto-grants-2015_09 |