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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 566395Erstellt: 26. Oktober 2026

1-Methyl-5-(tri-n-butylstannyl)imidazole → (1-Benzyl-1H-indazol-5-yl)-(6-(3-methyl-3H-imidazol-4-yl)-pyrido[3,4-d]pyrimidin-4-yl)-amine

https://huagongshe.com/reaction/566395

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Methyl-5-(tri-n-butylstannyl)imidazoleHCID 10915651—
Edukt(1-Benzyl-1H-indazol-5-yl)-(6-chloropyrido[3,4-d]pyrimidin-4-yl)-amineHCID 21952012—
KatalysatorSilver(II) oxideHCID 92152—
Katalysator(Butane-1,4-diyl)bis(diphenylphosphane)--dichloropalladium (1/1)HCID 10974057—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt(1-Benzyl-1H-indazol-5-yl)-(6-(3-methyl-3H-imidazol-4-yl)-pyrido[3,4-d]pyrimidin-4-yl)-amineHCID 2272743220%

Reaktionsschritte

(1-Benzyl-1H-indazol-5-yl)-(6-chloro-pyrido[3,4-d]pyrimidin-4-yl)-amine (0.70 g, 1.81 mmol), 1-methyl-5-[tri(n-butyl)stannyl]imidazole (prepared according to the published method: K. Gaare et. al., Acta Chem. Scand., (1993), 47(1), p57-62) (2.2 g, 6 mmol), 1,4-bis(diphenylphosphino)-butane palladium (II) chloride (0.41 g, 0.7 mmol) and silver oxide (0.22 g, 1.8 mmol) were reacted in dry dioxane according to Procedure B. Purification by silica gel chromatography, eluting with 10%MeOH/EtOAc, gave the product as a pale brown solid (0.16 g, 0.37 mmol, 20%); δH CDCl310.62 (1H,s), 9.25 (1H,s), 8.75 (1H,s), 8.60 (1H,s), 8.13 (1H,s), 8.03 (1H,s), 7.20-7.78 (9H,m), 5.61 (2H,s), 3.96 (3H,s); m/z (M+1+) 433.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06174889B1
Quelldatensatzuspto-grants-2001_01
ORD IDord-2789f6a62a8f473e8d295a513889f241
Quellennotizuspto-grants-2001_01