1-(Methylsulfonyl)piperazine → 5-Bromo-4-(4-(methylsulfonyl)piperazin-1-yl)-3-nitropyridin-2-amine

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This was prepared using the same procedure as for 2-(4-(2-amino-5-bromo-3-nitropyridin-4-yl)piperazin-1-yl)-N-(thiazol-2-yl)acetamide, but here using 5-bromo-4-chloro-3-nitropyridin-2-amine (200 mg, 0.79 mmol), isopropanol (12 mL) and 1-methanesulfonylpiperazine (1.1 eq, 0.87 mmol, 143 mg). After 18 h the precipitate was filtered and washed with cold water (2×3 mL) to give the product (101 mg, 34%) as an orange solid; δH (500 MHz, DMSO-d6) 2.94 (s, 3H, CH3), 3.12 (s, br, 4H, piperazine N(CH2)2), 3.25 (s, br, 4H, piperazine N(CH2)2), 7.06 (s, br, 2H, NH2), 8.22 (s, 1H, pyridine H-6);

Provenance & Evidence