4,5-Dimethylthiazole → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(4,5-dimethyl-thiazole-2-carbonyl)-1H-quinolin-4-one

Participants

Reaction Conditions

Reaction Steps

585 mg (5.17 mmol) of 4,5-dimethylthiazole was dissolved in 10 mL of anhydrous THF and cooled down to −78° C. 2.07 mL of 2.5 M BuLi in hexanes was added dropwise, followed after 15 minutes by 1.0 g of anhydrous magnesium bromide. The solution was warmed up to rt. The final compound was prepared from 120 mg (0.30 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide in 2 mL THF and 1.64 mL of the thiazole salt solution. Yield: 13 mg of a white solid. LC-MSD, m/z for C21H16BrN3O2S [M+H]+=454.0, 456.0; HPLC retention time: 2.2 min.

Provenance & Evidence