HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-1-(7-Chloro-1-phenyl-1H-benzoimidazol-2-yl)ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [(S)-1-(7-Chloro-1-phenyl-1H-benzoimidazol-2-yl)ethyl]carbamic acid tertbutyl ester | HCID 68157607 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-1-(7-Chloro-1-phenyl-1H-benzoimidazol-2-yl)ethylamine | HCID 68157936 | 78.5% |
Reaction Steps
To a solution of [(S)-1-(7-chloro-1-phenyl-1H-benzoimidazol-2-yl)ethyl]carbamic acid tertbutyl ester (2.26 mmol) in DCM (5 mL) was added TFA (5 mL) and the mixture was stirred at RT for 3 h. The crude reaction mixture was loaded onto an Isolute® SCX-2 cartridge which was washed with MeOH and the product was eluted with 2M NH3/MeOH. The product containing fractions were combined and concentrated in vacuo affording (S)-1-(7-Chloro-1-phenyl-1H-benzoimidazol-2-yl)ethylamine as a pale orange oil (482 mg, 78%). LCMS: RT 2.11 and 2.24 min [M+H]+ 271.9
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-2c255be976564923807d697399f3b5a2 |
| Source note | uspto-grants-2014_02 |