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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1514440Erstellt: 26. Oktober 2026

Sodium Carbonate → 4-(2,4-Dimethyl-thiazol-5-yl)-2-methylsulfanyl-pyrimidine

https://huagongshe.com/reaction/1514440

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt4-Iodo-2-(methylthio)pyrimidineHCID 3858901—
Edukt2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazoleHCID 18525700—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt4-(2,4-Dimethyl-thiazol-5-yl)-2-methylsulfanyl-pyrimidineHCID 5874222676%

Reaktionsschritte

To a solution of 4-iodo-2-methylsulfanyl-pyrimidine (390 mg, 1.56 mmol), 2,4-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiazole (633 mg, 2.65 mmol added portionwise), Na2CO3 (215 mg, 2.02 mmol), triphenylphosphine (42 mg, 0.15 mmol) in nPrOH (25 ml), Pd(OAc)2 (11 mg, 0.047 mmol) was added and the mixture was refluxed for 2 hour. The solvent was evaporated under vacuum, and the crude was dissolved in DCM and washed with water. The organic phase was dried (Na2SO4) and evaporated. A second batch of this compound was prepared according to the same protocol starting from 0.39 mmol of 4-iodo-2-methylsulfanyl-pyrimidine. The residues, deriving from the two batches, were purified by flash chromatography with hexane-ethyl acetate to give the title compound (352, 76% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08222266B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-f1720cfc27794da78a3db6a7e7f88397
Quellennotizuspto-grants-2012_07