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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 606313Erstellt: 24. Oktober 2026

Sodium Carbonate → 1-(5-isopropyl-1H-indazol-4-yl)-6-methoxy-3-methyl-isoquinoline-4-carbaldehyde

https://huagongshe.com/de/reaction/606313

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(5-Isopropyl-1H-indazol-4-yl)boronic acidHCID 57358541—
Edukt1-Chloro-6-methoxy-3-methyl-isoquinoline-4-carbaldehydeHCID 86615933—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-(5-isopropyl-1H-indazol-4-yl)-6-methoxy-3-methyl-isoquinoline-4-carbaldehydeHCID 8661593433,5%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 1-chloro-6-methoxy-3-methyl-isoquinoline-4-carbaldehyde (670 mg, 2.84 mmol), 5-isopropylindazole-4-boronic acid (580 mg, 2.84 mmol), Pd(PPh3)4 (164 mg, 0.14 mmol), and Na2CO3 (4.3 ml of 2M in H2O) in dioxane (15 ml) is heated for 18 h at 100° C. Usual work-up followed by flash chromatography over silica gel gives 342 mg of 1-(5-isopropyl-1H-indazol-4-yl)-6-methoxy-3-methyl-isoquinoline-4-carbaldehyde. 1H NMR (CDCl3) 10.9 (s, 1H), 8.68 (s, 1H), 7.65-7.37 (m, 3H), 7.42 (d, 1H), 7.01 (d, 1H), 4.01 (s, 3H), 3.15 (s, 3H), 2.71-2.63 (m, 1H), 1.22 (d, 3H), 1.10 (d, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07915288B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-197d049a631b41df8dc1c6cbff52a61f
Quellennotizuspto-grants-2011_03