반응 #2296

반응 방정식

methyl 4-bromoacetylphenoxyacetate

1-(4-pyridyl)piperazine

→

title compound

Methyl 4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]-phenoxyacetate

용매

acetonitrile

acetonitrile

반응 조건

후처리

1. 1
   여과the solution was filtered
2. 2
   기타the filtrate evaporated in vacuo
3. 3
   기타The solid residue was triturated with water (50 ml)
4. 4
   기타dried
5. 5
   여과The suspension was then filtered
6. 6
   농축the filtrate concentrated to a small volume
7. 7
   기타Purification by flash chromatography on neutral alumina eluting first with dichloromethane

실험 절차

A solution of methyl 4-bromoacetylphenoxyacetate (4.3 g) in acetonitrile (50 ml) was added dropwise over 40 minutes to a stirred solution of 1-(4-pyridyl)piperazine (4.9 g) in acetonitrile (100 ml). Stirring was continued for a further 1.5 hours, then the solution was filtered and the filtrate evaporated in vacuo. The solid residue was triturated with water (50 ml), then dried and suspended in methylene chloride (50 ml). The suspension was then filtered and the filtrate concentrated to a small volume. Purification by flash chromatography on neutral alumina eluting first with dichloromethane, then 0.5% v/v methanol/dichloromethane and finally 1% v/v methanol/dichloromethane gave the title compound, 1.93 g, as a solid: m.p. 150°-152° C.; NMR(d6DMSO) δ 8.14(2H,d), 7.98(2H,d), 7.03(2H,d), 6.78(2H,d), 4.90(2H,s), 3.83(2H,s), 3.72(3H,s), 3.34(4H,bt), 2.65(4H,bt); m/e 370 (M+H)+ ; calculated for C20H23N3O4 : C, 65.0; H, 6.3; N, 11.4 found: C 65.2; H, 6.4; N,

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