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HRID 79614Erstellt: 23. Oktober 2026

Nicotinic Acid → N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide

https://huagongshe.com/de/reaction/79614

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNicotinic AcidHCID 938—
EduktTriethylamineHCID 8471—
EduktSodium CarbonateHCID 10340—
EduktBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Edukt5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 60205276—
LösungsmittelLithium HydroxideHCID 3939—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamideHCID 6020527755%

Reaktionsschritte

5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (0.044 g, 0.19 mmol), nicotinic acid (0.0283 g, 0.230 mmol), and BOP-Cl (0.0584 g, 0.230 mmol) were placed in DMF (3 mL) at room temperature. Triethylamine (0.133 mL, 0.956 mmol) was then added, and the reaction was stirred for 1 hour at room temperature. The reaction was then diluted with 3M LiOH (aq., 0.5 mL) and stirred for 10 minutes. The reaction was then poured into saturated Na2CO3, extracted into DCM, and the organic fractions were combined, dried, filtered and concentrated to give a crude residue. The crude residue was triturated with 1:2 MeOH/DCM to give N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (0.035 g, 54.6% yield) as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841304B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-5061f5e55d624c41b472ecbf109cce71
Quellennotizuspto-grants-2014_09