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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 875686Erstellt: 25. Oktober 2026

Lithium Hydroxide → N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-methylnicotinamide

https://huagongshe.com/reaction/875686

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HydroxideHCID 3939—
EduktTriethylamineHCID 8471—
EduktSodium CarbonateHCID 10340—
EduktBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Edukt5-Methylnicotinic acidHCID 256208—
Edukt5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 60205276—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-methylnicotinamideHCID 6020533937,6%

Reaktionsschritte

5-Methylnicotinic acid (477 mg, 3.48 mmol), bis(2-oxooxazolidin-3-yl)phosphinic chloride (885 mg, 3.48 mmol) and triethylamine (880 mg, 8.69 mmol) were added to 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (400 mg, 1.74 mmol) in DCM (200 mL). The reaction was stirred at room temperature for 1 hour, and then 3M aqueous LiOH (4 mL) was added. The reaction was stirred for 1 hour, and then saturated aqueous Na2CO3 was added (200 mL). The aqueous phase was extracted once with DCM (200 mL), and then the aqueous phase was filtered. The filtered cake was dried to yield N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-methylnicotinamide (228 mg, 37.6% yield) as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08981085B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-eb28ac0b5dfe46d89371a3961779ea7e
Quellennotizuspto-grants-2015_03