3-(4-BENZYL-PIPERAZIN-1-YL)-PROPIONIC ACID synthesis
- Product Name:3-(4-BENZYL-PIPERAZIN-1-YL)-PROPIONIC ACID
- CAS Number:174525-87-2
- Molecular formula:C14H20N2O2
- Molecular Weight:248.32
Yield:-
Reaction Conditions:
Stage #1: 1-phenylmethylpiperazine;Ethyl 3-bromopropionatewith sodium hydrogencarbonate in ethanol; for 6 h;Heating / reflux;
Stage #2: with sodium hydroxide in 1,4-dioxane;water at 20;
Steps:
7.A.1 EXAMPLE 7; A. Homo-camptothecin-20-ester [OF3- [ (4-BENZYL)-L-PIPERAZINYL] PROPIONIC] acid; 1. Synthesis [OF 3- [ (4-BENZYL)-L-PIPERAZINYL]] propionic acid
1. Synthesis [OF 3- [ (4-BENZYL)-L-PIPERAZINYL]] propionic acid [[0111]] The reaction mixture 1- (4-benzyl) piperazine (380 mg, 2.16 mmol), ethyl 3- bromopropionate (500 mg, 2.7 mmol), sodium bicarbonate (300 mg, 3.5 mmol) and ethanol (15 ml) was refluxed for 6 h till the amine disappeared completely. After the mixture was filtered, the resulting solid was dissolved in 5 ml dioxane and 14 ml 5% sodium hydroxide solution. The mixture was stirred at room temperature overnight, then it was acidified with concentrated hydrogen chloride. Solid was filtered and washed with water, and then dried to give 265 mg [3- [ (4-BENZYL)-L-PIPERAZINYL]] propionic acid, mp [165-166°C.] [[0112]] The chemical structure analysis was performed [BY'HNMR] (DMSO-d6, [600MHZ)] : 8 7. 38 (m, 4H, Ar-H), 3.40-2. 60 (m, 14H, [NCH2] and COCH2).
References:
WO2003/101998,2003,A1 Location in patent:Page 40-42
2759-28-6
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