Hydrochloric Acid → (S)-1-(2,5-difluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl)ethanamine

To a solution of (R)—N—((S)-1-(2,5-difluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl)ethyl)-2-methylpropane-2-sulfinamide (500 mg) in MeOH (10 mL) was added dropwise HCl (732 μl, 2.93 mmol). The reaction was stirred at room temperature for 30 minutes. LCMS indicated complete conversion to product. The reaction mixture was concentrated and DCM (20 mL) and saturated NaHCO3 solution (10 mL) was added to the residue. The mixture was stirred for 10 minutes and phases were separated. Aqueous layer was then extracted with DCM (2×10 mL), and the combined organic was dried (Na2SO4) and concentrated to give (S)-1-(2,5-difluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl)ethanamine (330 mg). LCMS (B) m/z 238.1 (M+H)+

1. concentrationThe reaction mixture was concentrated
2. additionDCM (20 mL) and saturated NaHCO3 solution (10 mL) was added to the residue
3. stirringThe mixture was stirred for 10 minutes
4. customphases were separated
5. extractionAqueous layer was then extracted with DCM (2×10 mL)
6. dry with materialthe combined organic was dried (Na2SO4)
7. concentrationconcentrated

ORD record

ord-f66c269fb16e469380d484f124d0f509

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09434719B2