Sodium Bicarbonate → [3-(4-Bromo-2-{[2-(4-fluoro-phenyl)-1,1-dimethyl-ethylamino]-methyl}-phenoxy)-phenyl]-acetic acid methyl ester

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Reaction Steps

[3-(4-Bromo-2-formyl-phenoxy)-phenyl]-acetic acid methyl ester (0.150 g, 0.43 mmol), 1-(4-fluorophenyl)-2-methyl-2-propylamine (0.079 g, 0.47 mmol), and sodium cyanoborohydride (0.041 g, 0.65 mmol) were combined in MeOH (2 mL). Acetic acid (2 drops) was added, and the reaction was stirred for 5 hours at room temperature. The mixture was worked-up with EtOAc and saturated aqueous NaHCO3, and the organic layer was dried and concentrated to give the title compound.

Provenance & Evidence