Cesium fluoride → HCID 70979030, Verbindung

HRID 1852145Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1852145
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[C:5]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[CH:4][N:3]=1.[F-:19].[Cs+]>CS(C)=O>[F:19][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[C:5]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[CH:4][N:3]=1

Komponenten

4

Edukt 2

HCID 25953Cesium fluorideHCID 86683217HCID 86683217, Verbindung

Produkt 1

HCID 70979030HCID 70979030, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

To a solution of 1-chloro-6-methoxy-4-(2-methoxyethoxy)isoquinoline (560 mg, 2.092 mmol) in DMSO (5 mL) was added CsF (636 mg, 4.18 mmol) and heated to 140° C. for 2 hrs. LC/MS showed the desired product. The reaction was diluted with Ethylacteate and washed with water, and brine. The organic phase was collected, dried over MgSO4, and concentrated under vacuum to give the crude product as a reddish brown solid. The crude material was purified via silica gel chromatography (5-50% EtOAc:Hex) to give the product 1-fluoro-6-methoxy-4-(2-methoxyethoxy)isoquinoline (168 mg, 0.669 mmol, 32.0% yield) as a light yellow solid. MS: MS m/z 252.2(M++1).

Quellen und Nachweise

ORD-Eintrag
ord-082647355cdb473eb94eadf48793f308
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957203B2

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