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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 576589Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/576589

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
PatentnummerUS09040517B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-b8284f9e9f4242a795d289bd99a40100
Quellennotizuspto-grants-2015_05