1-(1-Phenylethyl)piperazine → 5-Chloro-3-nitro-4-(4-(1-phenylethyl)piperazin-1-yl)pyridin-2-amine

Beteiligte Stoffe

Reaktionsschritte

The method followed that used to prepare 2-[4-(2-amino-5-chloro-3-nitro-pyridin-4-yl)-piperazin-1-yl]-N-thiazol-2-yl-acetamide (Example 1, step 5), but using 2-amino-4,5-dichloro-3-nitropyridine (0.034 g, 0.16 mmol), isopropanol (3.5 ml), and 1-(1-phenylethyl)piperazine (0.048 g, 0.25 mmol). Purification of the crude product on a silica isolute column using a gradient of ethyl acetate in dichloromethane as eluant (10 to 20%) afforded the title compound as a yellow solid (0.047 g, 81%). 1H-NMR (500 Mz, DMSO-d6) 1.30 (d, J=6.7 Hz, 3H, CH3), 2.40 (br s), and 2.53 (br s, obscured by DMSO peak) (4H, piperazine N(CH2)2), 3.03 (br s, 4H, piperazine N(CH2)2), 3.45 (m, 1H, NCHCH3), 6.98 (s, 2H, 2-NH2), 7.25 (m, 1H) and 7.32 (m, 2H) (ArH), 8.06 (s, 1H, 6-H);

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