Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 531757Erstellt: 25. Oktober 2026

Lithium Hydroxide → 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/531757

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HydroxideHCID 3939—
Edukt3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 90031541—
Edukt3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridineHCID 90064901—
Edukt3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperidin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochlorideHCID 118524085—
LösungsmittelMethanol tetrahydrofuran waterHCID 21892291—
Produkt3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridineHCID 90030761123,5%

Reaktionsschritte

Using similar reaction conditions as described in step-iii of example-1, 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (step 2 compound of example 133) (50 mg, 0.079 mmol) was hydrolyzed with lithium hydroxide (32 mg, 0.743 mmol) in THF/methanol/water (2/2/1 mL) to yield 46 mg (63.8% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.58 (s, 1H), 8.537-8.530 (d, 2H), 8.28 (s, 1H), 8.19-8.16 (dd, 1H), 8.00 (s, 1H), 7.77 (s, 1H), 7.22-7.19 (d, 1H), 6.88-6.85 (m, 3H), 5.43 (s, 2H), 3.94-3.90 (t, 4H), 3.41-3.37 (t, 4H). MS: m/z=472.3 (M+1), HPLC: 95.01% in method A.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09353107B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-89f2df9490134a7fb1094ffb9a7746af
Quellennotizuspto-grants-2016_05