Réaction #2338

Équation de réaction

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

4-chloropyridine hydrochloride

triethylamine

→

title compound

Rendement 40.7%

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

Rendement 40.7%

Solvants

water

dioxan

Conditions de réaction

Traitement

1. 1
   Autreevaporated to dryness
2. 2
   AutreThe residue was triturated with water (2 ml)
3. 3
   Filtrationfiltered
4. 4
   AutreThe solid thus obtained
5. 5
   Autrewas recrystallised from water

Mode opératoire

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%.

Source