HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (1S)-1-(6-Methyl-1-phenyl-1H-benzimidazol-2-yl)ethan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 68157577 | HCID 68157577 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1S)-1-(6-Methyl-1-phenyl-1H-benzimidazol-2-yl)ethan-1-amine | HCID 68157101 | 84% |
Reaction Steps
To a solution of [(S)-1-(6-methyl-1-phenyl-1H-benzoimidazol-2-yl)ethyl]carbamic acid tertbutyl ester (969 mg, 2.76 mmol) in DCM (7.5 mL) was added TFA (2.5 mL) and the mixture was stirred at RT for 20 h. Volatiles were removed under reduced pressure and the resulting residue was dissolved in DCM (30 mL) and washed with a saturated solution of NaHCO3 (40 mL). The two phase system was stirred for 10 min, then the organic layer was dried (Na2SO4) and concentrated in vacuo affording (S)-1-(6-Methyl-1-phenyl-1H-benzoimidazol-2-yl)ethylamine as a brown solid (583 mg, 84%). LCMS: RT 3.02 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-ae0559d897ae4e508fc37a3a07cd65ac |
| Source note | uspto-grants-2014_02 |