HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-1-(1-Phenyl-1H-benzoimidazol-2-yl)propylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [(S)-1-(1-Phenyl-1H-benzoimidazol-2-yl)propyl]carbamic acid tertbutyl ester | HCID 68157215 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-1-(1-Phenyl-1H-benzoimidazol-2-yl)propylamine | HCID 68157690 | — |
Reaction Steps
To a solution of [(S)-1-(1-phenyl-1H-benzoimidazol-2-yl)propyl]carbamic acid tertbutyl ester (1.76 g) in DCM (10 mL) was added TFA (7.5 mL) and the mixture was stirred at RT for 4 h. Volatiles were removed under reduced pressure and the resulting residue was dissolved in DCM and washed with a saturated solution of NaHCO3. The two phase system was stirred for 20 min, then the organic layer was dried (Na2SO4) and concentrated in vacuo affording (S)-1-(1-Phenyl-1H-benzoimidazol-2-yl)propylamine as a brown oil (1.1 g, 81% over three steps). LCMS: RT 2.02 min [M+H]+ 252.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-263ebe1107be4b4fb40ec599ca9a8b4f |
| Source note | uspto-grants-2014_02 |