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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1094219Erstellt: 27. Oktober 2026

3-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)propan-1-amine → (6-Bromo-5-ethyl-pyrimidin-4-yl)-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)-propyl]-amine

https://huagongshe.com/reaction/1094219

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)propan-1-amineHCID 9877599—
Edukt4,6-Dibromo-5-ethyl-pyrimidineHCID 57832894—
LösungsmittelDimethylacetamideHCID 31374—
LösungsmittelDiisopropylethylamineHCID 81531—
Produkt(6-Bromo-5-ethyl-pyrimidin-4-yl)-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)-propyl]-amineHCID 86618923—

Reaktionsschritte

A mixture of 0.20 g (1 mmole) of 3-(5,6,7,8-tetrahydro-[1,8]-naphthyridin-2-ylpropylamine [prepared according to J. Org. Chem. 2004, 69, (1959-1966)] and 0.30 g (1.1 mmoles) of 4,6-dibromo-5-ethyl-pyrimidine in 20 ml of dimethylacetamide and 1 ml of diisopropylethylamine is taken to 120° C. for 6 hours. The reaction mixture is evaporated to dryness under reduced pressure (2 kPa) and the residue is taken up in ethyl acetate, water and a saturated solution of sodium bicarbonate. The organic phase is separated, dried over magnesium sulphate and the solvent evaporated off under reduced pressure (2 kPa). The residue is chromatographed on silica gel eluting with a gradient of 100% heptane to 100% ethyl acetate. 0.21 g of expected product is obtained in the form of a yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08133896B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-addc71ca89fe40da9741b79735b9f070
Quellennotizuspto-grants-2012_03