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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32603Erstellt: 23. Oktober 2026

Triethylamine → 6-[(1-Methyl-4-phenyl-1H-imidazol-5-yl)ethynyl]pyrimidine-4,5-diamine

https://huagongshe.com/de/reaction/32603

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt5-Ethynyl-1-methyl-4-phenyl-1H-imidazoleHCID 17965806—
Edukt6-Iodopyrimidine-4,5-diamineHCID 17965894—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-[(1-Methyl-4-phenyl-1H-imidazol-5-yl)ethynyl]pyrimidine-4,5-diamineHCID 1796579976,4%

Reaktionsschritte

6-Iodopyrimidine-4,5-diamine (Intermediate 89) (50 mg), CuI (2 mg), PdCl2dppf (16 mag), 5-ethynyl-1-methyl-4-phenyl-1H-imidazole (intermediate 26) (77 mg), and triethylamine (0.33 mL) in DMF (7 mL) were mixed together and then degassed. The reaction mixture was allowed to stir at ambient temperature under an inert atmosphere for 24 hours. The reaction mixture was filtered through diatomaceous earth, washing well with DCM and then MeCN. The organics were concentrated and the residue purified by chromatography on silica eluting with DCM:MeOH (9:1) to afford the title compound as a yellow solid (47 mg, 76%);

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427616B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-d720884f28ce43b4bd80e03c3ddae8c0
Quellennotizuspto-grants-2008_09