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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 591963Erstellt: 23. Oktober 2026

4-(4-Methylpiperazin-1-yl)benzaldehyde → (1S,2S,3R,4R)-3-{6-Bromo-2-[4-(4-methyl-piperazin-1-yl)-phenyl]-3H-imidazo[4,5-b]pyridin-7-ylamino}-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide

https://huagongshe.com/de/reaction/591963

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-(4-Methylpiperazin-1-yl)benzaldehydeHCID 736533—
Edukt(1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amideHCID 117701905—
Produkt(1S,2S,3R,4R)-3-{6-Bromo-2-[4-(4-methyl-piperazin-1-yl)-phenyl]-3H-imidazo[4,5-b]pyridin-7-ylamino}-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amideHCID 17848065049%

Reaktionsschritte

In a similar fashion to Compound LXXVI, (1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (40.0 mg, 0.118 mmol) and 4-(4-methyl-piperazin-1-yl)-benzaldehyde (26.6 mg, 0.130 mmol) were reacted to produce 30 mg (49%) of the title compound. mp: 215-218° C., 1H NMR (300 MHz, DMSO-d6): 13.02 (s, 1H), 7.99 (s, 1H), 7.97 (s, 2H), 7.73 (s, 1H), 7.20 (s, 1H), 7.07 (d, J=8 Hz, 2H), 6.99 (d, J=8 Hz, 1H), 6.37 (br s, 2H), 5.27 (t, J=8 Hz, 1H), 3.32 (s, 6H), 2.88 (s, 1H), 2.75 (s, 1H), 2.60 (d, J=7 Hz, 1H), 2.45 (br s, 4H), 2.23 (s, 4H). MS: 522, 524 (M+H), HPLC: 1.86 min (G method).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238656B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-3f7729c27a3947ed9256b802717883fb
Quellennotizuspto-grants-2016_01