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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1271040Erstellt: 26. Oktober 2026

Triethylamine → 5-(4-Bromophenylethynyl)-4-chloro-2-diisopropylaminomethyleneaminopyrimidine

https://huagongshe.com/reaction/1271040

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktBenzene, 1-bromo-4-ethynyl-HCID 136603—
Edukt4-Chloro-2-diisopropylaminomethyleneamino-5-iodopyrimidineHCID 73446451—
KatalysatorCopper iodideHCID 83717—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-(4-Bromophenylethynyl)-4-chloro-2-diisopropylaminomethyleneaminopyrimidineHCID 7344645678,1%

Reaktionsschritte

A mixture of 0.5 g of 1-bromo-4-ethynylbenzene, 5.0 mL of triethylamine, 0.031 mg of copper iodide, 0.94 g of 4-chloro-2-diisopropylaminomethyleneamino-5-iodopyrimidine and 0.046 g of dichlorobis(triphenyl)phosphine palladium II was magnetically stirred at room temperature for 18 hrs. The mixture was diluted with acetonitrile, filtered and the filtrate evaporated in vacuo. The evaporated filtrate was dissolved in dichloromethane and loaded on a column of silica gel equilibrated in the same solvent. Cuts were monitored by thin layer chromatography. After initial cuts of brown colored eluates, the product subsequently eluted as yellow fractions. Like cuts were pooled and evaporated to give 0.84 g of 5-(4-bromophenylethynyl)-4-chloro-2-diisopropylaminomethyleneaminopyrimidine as a thick amber syrup.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07205297B2
Quelldatensatzuspto-grants-2007_04
ORD IDord-6ec0d97fa2584cd3b1674bb15858e107
Quellennotizuspto-grants-2007_04