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HRID 921022Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/921022

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
PatentnummerUS09273069B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-96ffe74c92904414ae1daaeaf32ebb00
Quellennotizuspto-grants-2016_03