5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → N-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-2-carboxamide hydrobromide

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Reaction Steps

1°) To a solution of 0.8 g of 3-bromo-2-oxo-N-phenylpropionamide in 30 mL of 1,2-dimethoxyethane is added 0.87 g of 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine. The reaction mixture is stirred for 16 hours at room temperature and then concentrated to dryness under reduced pressure. The residue is taken up in 15 mL of ethanol and refluxed for 2 hours. After concentrating to dryness under reduced pressure, the residue is crystallized from ethanol, filtered off by suction and washed with ethanol and then with ethyl ether to give 0.75 g of N-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-2-carboxamide hydrobromide (1:1) in the form of a white solid.

Provenance & Evidence