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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79590Erstellt: 25. Oktober 2026

Nicotinic Acid → N-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide

https://huagongshe.com/reaction/79590

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNicotinic AcidHCID 938—
EduktTriethylamineHCID 8471—
EduktSodium CarbonateHCID 10340—
Edukt(S)-N-(4-(4-(2-(4-chlorophenyl)-3-(isopropylamino)propanoyl)piperazin-1-yl)-1H-pyrrolo [2,3-b]pyridin-3-yl)butyramideHCID 44199250—
LösungsmittelMethanolHCID 887—
LösungsmittelLithium HydroxideHCID 3939—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamideHCID 6876068659,6%

Reaktionsschritte

Crude 4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-amine (0.200 g, 0.651 mmol, see Example 25), nicotinic acid (0.0961 g, 0.781 mmol) and triethylamine (0.453 mL, 3.25 mmol) were placed in DMF (3 mL) at room temperature. Triethylamine (0.453 mL, 3.25 mmol) was then added, and the reaction was stirred for 1 hour at room temperature. The reaction was then diluted with MeOH (5 mL), and 3M LiOH (0.5 mL) was added and stirred for 10 minutes. The reaction was then poured into saturated Na2CO3 and extracted into DCM. The organic fractions were combined, dried, filtered and concentrated to give a crude residue that was purified by column chromatography (500:20-500:30 DCM:MeOH) to give N-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (0.160 g, 59.6% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841304B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-28b8a1ddc7934aa48fe7cedccbd0a135
Quellennotizuspto-grants-2014_09