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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 535704Erstellt: 24. Oktober 2026

1-Bromopropane → 5-Chloro-1-propyl-1H-pyrrolo[3,2-b]pyridine

https://huagongshe.com/de/reaction/535704

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-BromopropaneHCID 7840—
EduktCesium carbonateHCID 10796—
Edukt2-Chloro-5H-pyrrolo[3,2-d]pyrimidineHCID 45789986—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Chloro-1-propyl-1H-pyrrolo[3,2-b]pyridineHCID 8671262186,3%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

1-Bromopropane (192 mg, 1.57 mmol) was added to a solution of 2-chloro-5H-pyrrolo[3,2-d]pyrimidine (200 mg, 1.31 mmol) in DMF (15 mL) followed by cesium carbonate (0.855 g, 2.63 mmol), and the mixture was stirred at 70° C. for 0.5 h. Insoluble solids were filtered off, filtrate was concentrated and partitioned between ethyl acetate and water. Organic layer was separated, washed with brine, dried over sodium sulphate and filtered. The filtrate was concentrated in vacuo to afford title compound (0.22 g, 86%) as an oil. 1H NMR (300 MHz, CDCl3): δ 7.59 (d, J=8.7 Hz, 1H), 7.34 (d, J=3.3 Hz, 1H), 7.10 (d, J=8.4 Hz, 1H), 6.62 (d, J=3.6 Hz, 1H), 4.07 (t, J=6.9 Hz, 2H), 1.86 (m, 2H), 0.91 (t, J=7.5 Hz, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08859536B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-81644fc89b5b4f78a2d81e535ff8f68f
Quellennotizuspto-grants-2014_10