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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2422162Erstellt: 25. Oktober 2026

Water → Methyl [4-methyl-2-(4-nitrobenzyl)-6-pyrrolidin-1-ylpyrimidin-5-yl]acetate

https://huagongshe.com/reaction/2422162

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
EduktPyrrolidineHCID 31268—
EduktMethyl [4-chloro-6-methyl-2-(4-nitrobenzyl)pyrimidin-5-yl]acetateHCID 59514487—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl [4-methyl-2-(4-nitrobenzyl)-6-pyrrolidin-1-ylpyrimidin-5-yl]acetateHCID 5951453883,1%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

A solution of methyl[4-chloro-6-methyl-2-(4-nitrobenzyl)pyrimidin-5-yl]acetate (0.45 g, 1.3 mmol) and pyrrolidine (0.13 mL, 1.6 mmol) in DMF (10 mL) at room temperature was treated with triethylamine (0.22 mL, 1.6 mmol) and the resulting mixture was stirred at 85° C. for 13 hours. After cooling to room temperature, the reaction mixture was poured into water and extracted with EtOAc. The combined organic extracts was washed with saturated NaHCO3 and brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude product thus obtained was chromatographed over silica gel eluting with 50% EtOAc in CH2Cl2 to give methyl[4-methyl-2-(4-nitrobenzyl)-6-pyrrolidin-1-ylpyrimidin-5-yl]acetate (0.40 g, 80% yield) as a white powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07960393B2
Quelldatensatzuspto-grants-2011_06
ORD IDord-c62c96bf402c429a8f80554914def6f0
Quellennotizuspto-grants-2011_06