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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1522589Erstellt: 25. Oktober 2026

Water → HCID 67470499, Verbindung

https://huagongshe.com/reaction/1522589

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
Edukt(R)-(+)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolaneHCID 2734443—
EduktHCID 67469559HCID 67469559—
KatalysatorTetrabutylammonium IodideHCID 67553—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 67470499HCID 67470499—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

7-Iodo-1H-pyrazolo[4,3-b]pyridine (50 mg, 0.204 mmol), (R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane (30.7 mg, 0.204 mmol), and cesium carbonate (133 mg, 0.408 mmol) in DMF (1.0 mL) was heated in a microwave at 80° C. for 15 minutes. Additional (R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane (61.4 mg, 0.204 mmol) and cesium carbonate (67 mg) was added the reaction was heated in microwave at 80° C. for 2 hour. Additional (R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane (30.7 mg, 0.204 mmol), tetrabutylammonium iodide (301 mg, 0.816 mmol) and cesium carbonate (133 mg, 0.408 mmol) was added and the reaction was heated in microwave at 80° C. for 60 minutes, then the reaction was transferred to an oil bath and heating was continued overnight at 75° C. The reaction was cooled and poured into water (10 mL) and extracted with ethyl acetate (5 mL). The organic layer were dried over sodium sulfate, filtered, and concentrated to give (S)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-7-iodo-1H-pyrazolo[4,3-b]pyridine MS [M+H] found 360.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073918B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-cdcc36c0edf04d7a9763e48de5f857ba
Quellennotizuspto-grants-2015_07