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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41892Erstellt: 24. Oktober 2026

Methylamine → 1-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-methylmethanamine

https://huagongshe.com/de/reaction/41892

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethylamineHCID 6329—
EduktTetrahydrofuranHCID 8028—
Edukt2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehydeHCID 45789985—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt1-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-methylmethanamineHCID 5959293753%

Reaktionsschritte

2-Chloro-4-morpholinothieno[3,2-c]pyrimidine-6-carbaldehyde 10 (2.0 g) was dissolved in 50 mL toluene and 50 mL THF followed by the addition of 20 mL of 40% methylamine in H2O. The reaction mixture was stirred at room temp under N2 for 24 hours. The solvents were removed in vacuo and the residue was dissolved in 50 mL methanol and 50 mL THF and the NaBH4 added portion-wise. This reaction mixture was stirred at room temp under N2 for 24 hours and complete reaction was confirmed by LCMS. The solvents were removed in vacuo and the crude product purified by flash chromatography (EtOAc/EtOH) to give 1.12 g 35 (53% yield). MS (Q1) 300 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536161B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-fdcd8acac1394311b9988989ddd68e8f
Quellennotizuspto-grants-2013_09