Reaktion #2338

Reaktionsgleichung

methyl 4-[2-(piperazin-2-one-1-yl)acetyl]-phenoxyacetate

4-chloropyridine hydrochloride

triethylamine

→

title compound

Ausbeute 40.7%

4-[2-[4-(4-pyridyl)piperazin-2-one-1-yl]acetyl]-phenoxyacetic acid monohydrochloride

Ausbeute 40.7%

Lösungsmittel

water

dioxan

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeevaporated to dryness
2. 2
   SonstigeThe residue was triturated with water (2 ml)
3. 3
   Filtrationfiltered
4. 4
   SonstigeThe solid thus obtained
5. 5
   Sonstigewas recrystallised from water

Vorschrift

A solution of methyl 4-[2-(piperazin-2-one-1-yl)acetyl]-phenoxyacetate (0.347 g), 4-chloropyridine hydrochloride (0.19 g) and triethylamine (0.178 g) in water (8 ml) and dioxan (1 ml) was heated on a steam bath for 2 hours and then evaporated to dryness. The residue was triturated with water (2 ml) and filtered. The solid thus obtained was recrystallised from water to give the title compound (0.187 g), m.p. 275°-277° C.; NMR(d6DMSO δ 8.33(2H,d), 8.0(2H,d), 7.21(2H,d), 7.1(2H,d), 4.97(2H,s), 4.81(2H,s), 3.94(2H,m), 3.59(2H,m); m/e 370(H+H)+ ; calculated for C19H20N3O5Cl. 0.75 H2O: C, 54.4; H, 5.0; N, 10.0. Found: C, 54.5; H, 5.3; N, 9.5%.

Quelle