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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1522607Erstellt: 24. Oktober 2026

Cesium carbonate → HCID 67469660, Verbindung

https://huagongshe.com/de/reaction/1522607

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt(R)-(+)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolaneHCID 2734443—
EduktHCID 178506553HCID 178506553—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelAcetonitrile--water (1/1)HCID 18373917—
ProduktHCID 67469660HCID 6746966034,8%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

7-Iodo-2H-pyrazolo[4,3-b]pyridine (100 mg, 0.408 mmol), (R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane (0.056 ml, 0.408 mmol) and cesium carbonate (266 mg, 0.816 mmol) were combined in DMF (5 mL) at room temperature. The mixture was heated at 120° C. for 1 hour, then cooled and purified by preparative HPLC using a Phenomenex Gemini Prep 5 μm C18, 75×30 mm column eluting with a gradient of 20-70% 10 mmol NH4HCO3 in 20/80 (v/v) water/acetonitrile in 10 mmol NH4HCO3 in water to give (S)-2-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-7-iodo-2H-pyrazolo[4,3-b]pyridine (51 mg, 34.8% yield). MP 85-87° C. MS [M+H] found 360.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073918B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-e2f63fd7ee0d4a1598849b8413c228fe
Quellennotizuspto-grants-2015_07