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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2189281Erstellt: 25. Oktober 2026

Tributyl(prop-1-yn-1-yl)stannane → 2-chloro-N-(pentan-3-yl)-5-(prop-1-ynyl)pyrimidin-4-amine

https://huagongshe.com/reaction/2189281

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTributyl(prop-1-yn-1-yl)stannaneHCID 2733165—
Edukt5-bromo-2-chloro-N-(pentan-3-yl)pyrimidin-4-amineHCID 58015891—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-chloro-N-(pentan-3-yl)-5-(prop-1-ynyl)pyrimidin-4-amineHCID 5801595574,8%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a microwave vial is added a solution of (5-Bromo-2-chloro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine (0.5 g, 1.80 mmol) in anhydrous toluene (10 ml), tributyl(1-propynyl)-tin (1.1 ml, 3.6 mmol) and 2 mol % of Pd(PPh3)4 (41.5 mg, 0.036 mmol). The reaction is heated at 120° C. for 1 hr by employing microwave. The reaction mixture is diluted with EtOAc, washed with sat. NaHCO3 aqueous solution and water, dried over Na2SO4, and concentrated in vacuo. Purification with column chromatography (SiO2, 1:5 EtOAC/Hexane) gives 0.32 g of the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08324225B2
Quelldatensatzuspto-grants-2012_12
ORD IDord-173a1de2347a49c1a1efcdd8537bfcde
Quellennotizuspto-grants-2012_12