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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 385880Erstellt: 25. Oktober 2026

Dimethylformamide → 2-bromo-6-{[(3R)-3-methoxypyrrolidin-1-yl]carbonyl}pyridine

https://huagongshe.com/reaction/385880

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktDiisopropylethylamineHCID 81531—
Edukt3-Bromopyridine-2-carboxylic AcidHCID 2050129—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt5,6,7,8-Tetrahydroimidazo(1,2-a)pyrazineHCID 13247046—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-bromo-6-{[(3R)-3-methoxypyrrolidin-1-yl]carbonyl}pyridineHCID 59525609—

Reaktionsschritte

A solution of HOBt (148 mg, 0.97 mmol), DIEA (130 μL, 0.74 mmol), HATU (367 mg, 0.97 mmol), bromopyridine-2-carboxylic acid (150 mg, 0.74 mmol) and 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (91 mg, 0.74 mmol) in DMF (2.5 mL) was stirred overnight at 65° C. Upon completion, Si-carbonate (2.8 g, 2.23 mmol) and DCM (3 mL) were added and the mixture was shaken overnight at room temperature. The resulting mixture was then filtered, washed with DCM, concentrated in vacuo and purified by reverse phase HPLC (acetonitrile/water+formic acid modifier) to afford the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08367706B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-ef6d136ec9034e4880c918885b1dd270
Quellennotizuspto-grants-2013_02