Water → Methyl 3-phenyl-5-(phenylcarbamoyl)thiophene-2-carboxylate

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Reaction Steps

To a solution of 174 (0.334 g, 1.273 mmol) in 6 mL DMF was added PhNH2 (0.128 ml, 1.401 mmol), followed by BOP (0.620 g, 1.401 mmol) and TEA (0.355 ml, 2.55 mmol). The mixture was stirred for 1 h at room temperature and then poured into water. The product was extracted with ethyl acetate twice and the combined organic phases were washed with water and brine. The solution was dried over sodium sulfate, filtered and evaporated in vacuo. The crude residue was purified by ISCO (24 g column, 0%-100% ethyl acetate in hexanes) to yield compound 175 (285 mg, 66%) a off-white solid.

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