2-Formylphenylboronic acid → methyl 6-cyclohexyl-5-(2-formylphenyl)-4-(2-methoxy-2-oxoethyl)-4H-thieno[3,2-b]pyrrole-2-carboxylate

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Reaction Steps

Methyl 5-bromo-6-cyclohexyl-4-(2-methoxy-2-oxoethyl)-4H-thieno[3,2-b]pyrrole-2-carboxylate (prepared by analogy to Example 7, Step 2, substituting tert-butyl bromoacetate with methyl bromo acetate), 2-formyl benzene boronic acid (1.3 eq.), KF (3.2 eq.) and Pd(t-Bu3P)2 (0.2 eq.) were mixed in dioxane (0.1M). The mixture was degassed, flushed with nitrogen and left stirring for 5 h at RT. Then all volatiles were evaporated i. vac. and the residual material was isolated by chromatography (PE:EtOAc, 9:1). The product was obtained as a yellowish solid (80%). MS (ES+) m/z 440 (M+H)+.

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