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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2201765Erstellt: 25. Oktober 2026

Cesium carbonate → HCID 71061452, Verbindung

https://huagongshe.com/reaction/2201765

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktSodium BicarbonateHCID 516892—
EduktCyclobutanecarboxamideHCID 1274476—
Edukt7-Bromo-6-azaindoleHCID 19696456—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
ProduktHCID 71061452HCID 7106145239,3%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a solution of 7-bromo-1H-pyrrolo[2,3-c]pyridine (500 mg, 2.53 mmol) in toluene were added tris (dibenzylidene acetone)dipalladium (116.20 mg, 0.126 mmol), Xantphos (32.98 mg, 0.057 mmol), cesium carbonate (896 mg, 2.75 mmol), and cyclobutanecarboxamide (251 mg, 2.96 mmol, Intermediate 4). The resulting reaction mixture was heated to 120° C. and stirred for 8 hours. After cooling to room temperature a saturated aqueous sodium bicarbonate solution (20 mL) was added to the reaction mixture and extracted with ethyl acetate (3×50 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel (100-200) column chromatography to afford N-(1H-pyrrolo[2,3-c]pyridin-7-yl)cyclopropane carboxamide (200 mg, 36% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09364466B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-8b25761b28a245c19f0b2472249b7716
Quellennotizuspto-grants-2016_06