WAY-133537

Chemical Name: 4-[3,4-Dioxo-2-[1(R),2,2-trimethylpropylamino]-1-cyclobuten-1-ylamino]-3-ethylbenzonitrile
CAS No. 177476-74-3
项目整合开发状态: Preclinical
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:A general synthetic route to a series of novel N-aryl and N-benzyl diaminocyclobutenedione derivatives and pertinent SAR data have been reported elsewhere.KCO-616 can be conveniently synthesized in two steps as shown in Scheme 26121401a.An ethanolic solution of 3,4-diethoxy-3-cyclobutene-1,2-dione (I) is allowed to react with tert-amylamine (II) at room temperature for a period of 24 h to give intermediate 3-(1,1-dimethylpropylamino)-4-ethoxy-3-cyclobutene-1,2-dione (III) in 90% isolated,purified yield.The condensation of this compound with 2,4-dichloro-6-methylbenzylamine (IV,recrystallized from boiling diethyl ether) in ethanol at room temperature for 24 h affords analytically pure 3-(2,4-dichloro-6-methylbenzylamino)-4-(1,1-dimethylpropylamino)-3-cyclobutene-1,2-dione (KCO-616) in 92% yield.

合成路线:The condensation of 4-amino-3-ethylbenzonitrile (I) with 3,4-diethoxy-3-cyclobutene-1,2-dione (II) in refluxng acetonitrile gives 4-(2-ethoxy-3,4-dioxo-1-cyclobutenylamino)-3-ethylbenzonitrile (III),which is finally condensed with (R)-1,2,2-trimethylpropylamine (IV) in ethanol.