تفاعل #2296

معادلة التفاعل

methyl 4-bromoacetylphenoxyacetate

1-(4-pyridyl)piperazine

→

title compound

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

المذيبات

acetonitrile

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe solution was filtered
2. 2
   أخرىthe filtrate evaporated in vacuo
3. 3
   أخرىThe solid residue was triturated with water (50 ml)
4. 4
   أخرىdried
5. 5
   ترشيحThe suspension was then filtered
6. 6
   تركيزthe filtrate concentrated to a small volume
7. 7
   أخرىPurification by flash chromatography on neutral alumina eluting first with dichloromethane

الإجراء التجريبي

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,

المصدر