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HRID 131192Erstellt: 23. Oktober 2026

Triphenylphosphine → 2-Chloro-4-(5-chloro-2-thienyl)thieno[3,2-d]pyrimidine

https://huagongshe.com/de/reaction/131192

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktSodium BicarbonateHCID 516892—
Edukt5-Chlorothiophene-2-boronic acidHCID 2734324—
Edukt2,4-Dichlorothieno[3,2-d]pyrimidineHCID 12712832—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Chloro-4-(5-chloro-2-thienyl)thieno[3,2-d]pyrimidineHCID 8659231494%

Reaktionsschritte

A solution of Pd(OAc)2 (12 mg, 5 mol %) and PPh3 (52 mg, 20 mol %) in THF (2 mL) was stirred for 5 min, treated dropwise with a solution of 2,4-dichlorothieno[3,2-d]pyrimidine (205 mg, 1 mmol) in THF (1 mL), stirred for 5 min, treated with 5-chlorothiophene-2-boronic acid (244 mg, 1.5 mmol) then saturated aqueous NaHCO3 (1 mL) refluxed for 4 h, cooled, diluted with H2O and filtered to give the title compound (268 mg, 94%) as a grey solid; NMR δH (400 MHz, CDCl3) 7.10 (1H, d, J 4.0 Hz), 7.55 (1H, d, J 5.5 Hz), 7.85 (1H, d, J 4.5 Hz) and 8.08 (1H, d, J 5.5 Hz)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07384949B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-b0560a529aba4ddaa1d8f109dcf0e96e
Quellennotizuspto-grants-2008_06