2-Aminopyridine → [2-(5-Bromothiophen-2-yl)-imidazo[1,2-a]pyridin-3-yl]-(1,1,3,3-tetramethyl-butyl)-amine

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Reaction Steps

235 mg (2.5 mmol) of 2-aminopyridine were dissolved together with 0.42 ml (2.5 mmol) of 1,1,3,3-tetramethyl-butylisonitrile and 0.27 ml (2.5 mmol) of 5-bromothiophene-2-carbaldehyde in DCM (5 ml). After addition of perchloric acid (0.25 ml), the mixture was stirred at RT for 5 d. Washing was then performed with a sat. aq. sodium carbonate solution and a sat. aq. common salt solution. The organic phase was dried over magnesium sulfate, filtered and evaporated under a vacuum. After carrying out column chromatography (EA/DIPE/DCM 2:2:1) with the group, 724 mg (1.7 mmol, 71% of theoretical) of [2-(5-bromothiophen-2-yl)-imidazo[1,2-a]pyridin-3-yl]-(1,1,3,3-tetramethyl-butyl)-amine were obtained.

Provenance & Evidence