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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 591964Erstellt: 23. Oktober 2026

4-Morpholinobenzaldehyde → (1S,2S,3R,4R)-3-[6-Bromo-2-(4-morpholin-4-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/591964

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MorpholinobenzaldehydeHCID 291349—
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-morpholin-4-yl-phenyl)-3H-imidazo[4,5-b]pyridin-7-ylamino]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amideHCID 17851397575%

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-morpholin-4-yl-benzaldehyde (24.9 mg, 0.130 mmol) were reacted to produce 45 mg (75%) of the title compound. mp: 283-284° C., 1H NMR (300 MHz, DMSO-d6): 12.97 (s, 1H), 8.22 (s, 1H), 8.00 (d, J=8 Hz, 2H), 7.93 (s, 1H), 7.65 (s, 1H), 7.11 (s, 1H), 7.03 (d, J=8 Hz, 2H), 6.98 (d, J=8 Hz, 1H), 6.36 (br s, 1H), 6.33 (br s, 1H), 5.27 (t, J=8 Hz, 1H), 3.77 (br s, 4H), 2.88 (s, 1H), 2.77 (s, 1H), 2.62 (d, J=7 Hz, 1H), 2.26 (br s, 4H), 1.39 (d, J=8 Hz, 1H). MS: 509, 511 (M+H), HPLC: 2.31 min (G method).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238656B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-1ecbf132aec048dfa46e35a961b455d5
Quellennotizuspto-grants-2016_01