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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 401463Erstellt: 23. Oktober 2026

2-Bromopropanedial → 6-Bromoimidazo[1,2-a]pyrimidine-3-carbaldehyde

https://huagongshe.com/de/reaction/401463

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-BromopropanedialHCID 74945—
Edukt2-Amino-5-bromopyrimidineHCID 231310—
LösungsmittelAcetonitrileHCID 6342—
Produkt6-Bromoimidazo[1,2-a]pyrimidine-3-carbaldehydeHCID 7174835840%

Reaktionsschritte

Bromomalonaldehyde (500 mg, 2.90 mmol) was added to a solution of 5-bromopyrimidin-2-amine (526 mg, 3.49 mmol) in acetonitrile. The reaction mixture was refluxed for 2 hours. After completion of the reaction, the reaction mixture was quenched with sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The organic layer was concentrated and the product was purified by column chromatography using up to 2% methanol in chloroform gradient to obtain the title compound. Yield: 40%; 1H NMR (DMSO-d6; 300 MHz): δ 9.98(s, 1H), 9.75-9.76 (d, 1H, J=2.4 Hz), 8.97-8.98 (d, 1H, 2.4 Hz), 8.70 (s, 1H); MS (m/z): 226 (M+1)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08741932B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-c18854e5a8b942e58362760cfd91c728
Quellennotizuspto-grants-2014_06