PD-117302

苯并[b]噻吩-4-乙酰胺,N-甲基-N-[(1R,2R)-2-(1-吡咯里二基)环己基]-,rel-Chemical Name: (?-trans-N-Methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzo[b]thiophene-4-acetamide
CAS No. 111728-01-9
项目整合开发状态: Preclinical
项目研究机构: Pfizer (Originator)
合成路线:A new synthesis of [14C]-PD-117302 has been described:The Reformatsky condensation of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-one (II) with methyl [1-14C]-bromoacetate (I) by means of Zn in reflux toluene gives a mixture of methyl [1-14C]-2-(4,5,6,7-tetrahydrobenzothiophen-4-ylidene)acete (III) and methyl [1-14C]-2-(6,7-dihdyrobenzothiophen-4-yl)acetate (IV) which,without separation,are treated with Pd/C and S in refluxing N-methylpyrrolidone to afford methyl [1-14C]-2-(benzothiophen-4-yl)acetate (V).The hydrolysis of (V) with methanolic KOH yields the corresponding acid (VI),which is treated with refluxing SOCl2 to give the acyl chloride (VII).Finally,this compound is condensed with trans-1-[2-(methylamino)cyclohexyl]pyrrolidine (VIII) in dichloromethane ethyl ether.