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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79113Erstellt: 23. Oktober 2026

N-Cyclohexylaniline → (5-Bromo-2-chloro-pyrimidin-4-yl)-cyclohexyl-phenyl-amine

https://huagongshe.com/de/reaction/79113

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-CyclohexylanilineHCID 74567—
Edukt5-Bromo-2,4-dichloropyrimidineHCID 289973—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt(5-Bromo-2-chloro-pyrimidin-4-yl)-cyclohexyl-phenyl-amineHCID 5829958924%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

5-Bromo-2,4-dichloro-pyrimidine (2.17 ml, 17.14 mmol) and cyclohexyl-phenyl-amine (2.0 g, 11.43 mmol) were dissolved in N-methylpyrrolidone (NMP) (25 ml), and this reaction was heated to 120° C. for 24 hours. The reaction was cooled to room temperature and diluted with ethyl acetate, washed with water and brine. The organic phase was dried using sodium sulfate and concentrated. Purification by flash chromatography (ethyl acetate/hexane) gave compound 37 as a yellow solid (855 mg, 24%). 1H NMR (500 MHz, DMSO-d6) δ ppm 8.27 (1 H, s), 7.41 (3 H, m), 7.21 (2 H, m), 4.62 (1 H, m), 1.93 (2 H, d, J=10 Hz), 1.75 (2 H, d, J=10 Hz), 1.58 (1 H, d, J=10 Hz), 1.34 (2 H, m), 1.15 (2 H, m), 0.91 (1 H, m).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841312B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-6e09e02edeb2407fa29c35bb3c7b1f63
Quellennotizuspto-grants-2014_09