Sodium → 2-(3-((7-(3-Fluorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl)amino)phenoxy)ethanol

Participants

Reaction Steps

To a solution of isopropyl 2-(3-((7-(3-fluorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene)amino)phenoxy)acetate (4 mg, 0.01 mmol) and THF (1 mL) was added sodium borohyride (22 mg, 0.58 mmol) at 0° C. The solution was stirred for 4 hours at room temperature. The reaction was quenched with saturated aqueous NaHCO3 (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The resulting crude residue was purified by combiflash (4 g column, hexanes→100% ethyl acetate/hexanes, gradient) to afford 3 mg (82%) of the title compound.

Provenance & Evidence