Trimethylsilylacetylene → 2-bromo-6-(5-methoxy-1-methyl-1H-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine

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Reaction Steps

To a round bottom flask was added 5-bromo-3-((5-methoxy-1-methyl-1H-indol-3-yl)ethynyl)pyrazin-2-amine (11.1 g, 30.9 mmol, prepared using General Procedure A from ethynyltrimethylsilane with 3,5-dibromopyrazine-2-amine, Q, A with 3-iodo-5-methoxy-1-methyl-1H-indole (Preparation #11, Step A), NMP (100 mL) and KOt-Bu (6.94 g, 61.9 mmol). The mixture was stirred at rt for about 45 min and then warmed to about 45° C. for about 1.25 h. The mixture was cooled to about 0° C. and then diluted with water (550 mL). The solid was collected by filtration and washed with water (100 mL). The material was dried under vacuum at about 65° C. overnight to give 2-bromo-6-(5-methoxy-1-methyl-1H-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine (6.61 g; 60%): LC/MS (Table 2, Method a) Rt=2.47 min; MS m/z 357 (M+H)+.

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