Triethylamine → HCID 66849352, compound

Participants

Reaction Steps

To a solution of methyl 5-bromo-2-[(4-methoxybenzyl)amino]benzoate (2.0 g, 5.7 mmol) in dichloromethane (0.50 M, 11 mL) at room temp were added triethylamine (1.6 mL, 11 mmol) and 2-thiophenylacetyl chloride (1.1 g, 6.9 mmol), followed by addition of DMAP (35 mg, 5.0 mol %). The reaction was left stirring overnight. Additional portions of 2-thiophenylacetyl chloride were added until the complete consumption of starting material was observed. The crude reaction mixture was poured in neutral water (100 mL). The product was extracted with dichloromethane (3×50 mL). The combined organic extractions were dried over magnesium sulfate, filtered, and concentrated in vacuo to furnish methyl 5-bromo-2-[(4-methoxybenzyl)(thiophen-2-ylacetyl)amino]benzoate as an orange oil. Used without further purification. LCMS (M+1)=473.7.

Provenance & Evidence