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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1522348Erstellt: 26. Oktober 2026

1,2-Dichloroethane → 6-Cyclopropyl-1-(1-methylethyl)-N-{[6-methyl-4-(1-methylethyl)-2-oxo-1,2-dihydro-3-pyridinyl]methyl}-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

https://huagongshe.com/reaction/1522348

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktTrifluoroacetic acidHCID 6422—
Edukt4-MethylmorpholineHCID 7972—
EduktHOAtHCID 181649—
Edukt6-cyclopropyl-1-(propan-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acidHCID 2525992—
Edukt3-(aminomethyl)-4-isopropyl-6-methylpyridin-2(1H)-oneHCID 67124337—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-Cyclopropyl-1-(1-methylethyl)-N-{[6-methyl-4-(1-methylethyl)-2-oxo-1,2-dihydro-3-pyridinyl]methyl}-1H-pyrazolo[3,4-b]pyridine-4-carboxamideHCID 56597560—

Reaktionsschritte

The title compound was prepared in the same manner as described in example 7 from 6-cyclopropyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (250 mg, 1.019 mmol), 3-(aminomethyl)-6-methyl-4-(1-methylethyl)-2(1H)-pyridinone.TFA (300 mg, 1.019 mmol), HOAT (208 mg, 1.529 mmol), EDC (293 mg, 1.529 mmol), N-methylmorpholine (0.448 mL, 4.08 mmol), and DMF(6 mL), wherein the reaction time was 48 h. The final product was collected following a basic extraction (to remove residual starting material) as a white solid, 30 mg (7%). LCMS E-S (M+H)=408.3. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.95-1.16 (m, 10 H), 1.38-1.54 (m, 6 H), 2.16 (s 3 H), 2.19-2.30 (m, 1H), 3.12-3.29 (m, 1 H), 4.29-4.48 (m, 2 H), 5.03-5.21 (m, 1 H), 6.03 (s, 1 H), 7.39 (s, 1 H), 8.21 (s, 1 H), 8.63-8.81 (m, 1 H), 11.56 (s, 1 H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073924B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-58a699eb7ce9418e951166af9be03854
Quellennotizuspto-grants-2015_07