2-Amino-6-methylpyridine → 2-Bromo-5-methyl-thiophene-3-carboxylic acid (6-methyl-pyridin-2-yl)-amide

Participants

Reaction Steps

A solution of 5-bromo-2-methyl-thiazole-4-carboxylic acid (prepared as described in example 119, steps A to B) (0.31 g, 1.39 mmol) in dimethylformamide (20.00 ml) was treated with DIPEA (0.27 g, 2.08 mmol), TBTU (0.47 g, 1.46 mmol) and 6-methyl-pyridin-2-ylamine (0.18 g, 1.66 mmol) and stirred at room temperature overnight. The volatiles were removed under vacuum and the residue purified by flash chromatography (heptane/ethyl acetate) to yield 2-bromo-5-methyl-thiophene-3-carboxylic acid (6-methyl-pyridin-2-yl)-amide (0.16 g, 38%) as a light yellow solid, MS (ISP): m/e=314.0, 312.0 (M+H+)

Provenance & Evidence