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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 416842Erstellt: 26. Oktober 2026

Sodium Dithionite → HCID 178419432, Verbindung

https://huagongshe.com/reaction/416842

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium DithioniteHCID 24489—
Edukt4-(1H-imidazol-1-yl)benzaldehydeHCID 736530—
Edukt5-Bromo-3-nitro-4-(4-(pyridin-3-ylmethyl)piperazin-1-yl)pyridin-2-amineHCID 46868779—
EduktHCID 178482685HCID 178482685—
LösungsmittelEthanolHCID 702—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 178419432HCID 17841943227%

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-bromo-3-nitro-4-(4-(pyridin-3-ylmethyl)piperazin-1-yl)pyridin-2-amine (20 mg, 0.051 mmol), DMF (0.15 mL), ethanol (0.85 mL), 1M Na2S2O4 (3 eq, 0.15 mmol, 0.15 mL) and 4-(1H-imidazol-1-yl)benzaldehyde (1.1 eq, 0.056 mmol, 10 mg). After 6 h, concentration in vacuo and purification by preparative tlc (CH2Cl2-MeOH, 9:1) gave the product (7 mg, 27%) as a colourless solid; δH (500 MHz, DMSO-d6) 2.64 (s, br, 4H, piperazine N(CH2)2), 3.63 (s, br, 2H, CH2), 3.70 (t, J=4.4 Hz, 4H, piperazine N(CH2)2), 7.16 (s, 1H, imidazole H-2), 7.39 (dd, J=7.8, 4.8 Hz, 1H, pyridine H-5), 7.79 (td, J=7.8, 1.5 Hz, 1H, pyridine H-4), 7.85 (s, br, 1H, imidazole H-4 or H-5), 7.86 (d, J=8.7 Hz, 2H, phenyl H-2 & H-6), 8.26 (s, 1H, imidazo[4,5-b]pyridine H-5), 8.30 (d, J=8.7 Hz, 2H, phenyl H-3 & H-5), 8.39 (s, br, 1H, imidazole H-4 or H-5), 8.50 (dd, J=4.7, 1.5 Hz, 1H, pyridine H-6), 8.57 (d, J=1.5 Hz, 1H, pyridine H-2), 13.59 (s, br, 1H, imidazo[4,5-b]pyridine NH);

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08088761B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-5b72f3fc1077436f8ec0e8ca8def0514
Quellennotizuspto-grants-2012_01