1-(5-BROMO-2-FLUOROPHENYL)ETHAN-1-AMINE synthesis

Yield:1270585-19-7 40%

Reaction Conditions:

with ammonium acetate;sodium cyanoborohydride in methanol at 20;

Steps:

1

To an ice cold solution of l-(5-bromo-2-fluorophenyl)ethanone (4.5g, 20.7mmol) in methanol(lOOmL) was added ammonium acetate(32g, 414.7mmol) and sodium cyanoborohydride(6.15g, 28.98mmol). The reaction mixture was stirred at room temperatue over the weekend before it was concentrated. The residue obtained was diluted with water, basified to pH~13 wih IN NaOH and extracted with dichloromethane. The organic extract was separated, dried over sodium sulfate, filtered and evaporated. The residue obtained was purified by silica gel chromatography eluting with EtOAc/Hexane to afford 1112 (1.8g, 40% yield). 1H NMR (300MHz, Dimethylsulfoxide-d6) δ ppm 1.24-1.26(d, 3H) 4.22-4.24(q, IH) 7.1- 7.16(t, IH) 7.41-7.46(m, IH) 7.76(m, IH).

References:

WO2013/78123,2013,A1 Location in patent:Page/Page column 143