Sodium Dithionite → HCID 178462707, Verbindung

Beteiligte Stoffe

Reaktionsschritte

This was prepared using the same procedure as for 4-(6-bromo-2-(4-(dimethylamino)phenyl)-3H-imidazo[4,5-b]pyridin-7-yl)-N-phenylpiperazine-1-carboxamide, but here using 5-chloro-4-(4-ethylpiperazin-1-yl)-3-nitropyridin-2-amine (25 mg, 0.087 mmol), DMF (0.15 mL), ethanol (0.85 mL), 1M Na2S2O4 (3 eq, 0.26 mmol, 0.26 mL) and 4-(1H-pyrazol-1-ylmethyl)benzaldehyde (1.1 eq, 0.096 mmol, 18 mg). After 6 h, concentration in vacuo and purification by preparative tlc (CH2Cl2-MeOH, 9:1) gave the product (9 mg, 24%) as a colourless solid; δH (500 MHz, DMSO-d6) 1.06 (t, J=7.2 Hz, 3H, NCH2CH3), 2.40 (q, J=7.1 Hz, 2H, NCH2CH3), 2.58 (t, br, J=3.8 Hz, 4H, piperazine N(CH2)2), 3.70 (t, J=3.9 Hz, 4H, piperazine N(CH2)2), 5.42 (s, br, 2H, PhCH2), 6.30 (t, J=2.1 Hz, 1H, pyrazole H-4), 7.35 (d, J=8.3 Hz, 2H, phenyl H-2 & H-6), 7.49 (d, J=1.5 Hz, 1H, pyrazole H-3 or H-5), 7.86 (d, J=2.2 Hz, 1H, pyrazole H-3 or H-5), 8.10 (s, 1H, imidazo[4,5-b]pyridine H-5), 8.13 (d, J=8.2 Hz, 2H, phenyl H-3 & H-5);

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