FAUC-299

Chemical Name: 2-(4-Phenylpiperazin-1-ylmethyl)-1H-indole-5-carbonitrile
CAS No. 313972-96-2
项目整合开发状态: Biological Testing
项目研究机构: Friedrich-Alexander-Universit鋞 (Originator)
合成路线:Protection of alcohol (I) by means of TBDMSCl in DMF in the presence of imidazole yields compound (II),which is then heated with triethyl orthoformate to afford N-diethoxymethyl-substituted indole (III).Removal of the O-protecting group of (III) by means of tetrabutylammonium fluoride (Bu4NF) in THF provides 2-hydroxy-methylindole derivative (IV),which is converted into the chloro derivative (V) by treatment with CCl4/PPh3 in DMF.(Diethyloxymethyl)-protected indole (V) is then loaded onto 1,2-diol functionalized Merrifield resin (VI) by means of p-TsOH in dioxane to furnish polymer-bound derivative (VII),which is converted into the desired product by first reaction with 1-phenylpiperazine (VIII) in DMF followed by final resin cleavage with HCl/dioxane.Alternatively,the desired compound can be obtained by first conversion of alcohol (I) into chloro derivative (IX) by means of CCl4/PPh3 in DMF,followed by reaction with phenylpiperazine (VIII) in DMF.