HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-tert-butyl (2-amino-2-(3-bromo-5-fluorophenyl)ethyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl ((S)-2-(3-bromo-5-fluorophenyl)-2-((R)-1,1-dimethylethylsulfinamido)ethyl)carbamate | HCID 131734613 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-tert-butyl (2-amino-2-(3-bromo-5-fluorophenyl)ethyl)carbamate | HCID 118054648 | 22.1% |
Reaction Steps
To a solution of tert-butyl ((S)-2-(3-bromo-5-fluorophenyl)-2-((R)-1,1-dimethylethylsulfinamido)ethyl)carbamate (1.78 g, 4.07 mmol) in DCM (13.57 mL) was added HCl (4M in dioxane) (4.07 mL, 16.28 mmol) at room temperature. The reaction mixture was stirred at room temperature for 1 h. The reaction mixture was neutralized to pH=7, then extracted by EtOAc to give the desired (S)-tert-butyl (2-amino-2-(3-bromo-5-fluorophenyl)ethyl)carbamate (300 mg) as a free base. LCMS (m/z): 317.1/319.1 (MH+), 0.66 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242996B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-899e2b774c2f412c96bf9a1c46041384 |
| Source note | uspto-grants-2016_01 |