1,1,3,3-Tetramethylbutyl isocyanide → (6-Iodo-imidazo[1,2-a]pyridin-3-yl)-(1,1,3,3-tetramethyl-butyl)-amine

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Reaction Steps

Add 1,1,3,3-tetramethylbutyl isocyanide (Aldrich; 0.57 g, 4.06 mmol) to a solution of (5-iodo-pyridin-2-yl)-methylene-amine (Preparation 15a; 0.8 g, 3.4 mmol) in methanol (20 mL). Reflux for 36 h and concentrate. Purify by flash chromatography eluting with a gradient of 100% hexanes to 50% EtOAc/50% hexanes (45 mL/min, 44 min) giving 0.5 g (40%) of the title compound as a dark brown semi-solid. ES+ m/e 371.8 (M+1).

Provenance & Evidence