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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 524043Erstellt: 24. Oktober 2026

Methylamine → 2-chloro-N-methyl-5-nitropyrimidin-4-amine

https://huagongshe.com/de/reaction/524043

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethylamineHCID 6329—
EduktDiisopropylethylamineHCID 81531—
Edukt2,4-Dichloro-5-nitropyrimidineHCID 521266—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-chloro-N-methyl-5-nitropyrimidin-4-amineHCID 7147232100%

Reaktionsschritte

To a solution of 2,4-dichloro-5-nitropyrimidine (5 g, 26 mmol) in THF (50 mL) was added diisopropylethylamine (3.36 g, 26 mmol) at −78° C., followed by the dropwise addition of methylamine (13 mL, 2 mol/L in methanol, 26 mmol). After the addition, the mixture was warmed to RT and stirred for 3 h. The reaction mixture was then diluted with ethyl acetate and washed with brine (50 mL*3). The organic layer was dried over sodium sulfate, filtered and concentrated to give the title compound (4.4 g, 100%) as a yellow solid. MS (ES+) C5H5ClN4O2 requires: 188, 190. found: 189, 191 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09340514B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-0743059575294e81abd40c482cef0bd1
Quellennotizuspto-grants-2016_05