Wy-14643

匹立尼酸Chemical Name: 2-[4-Chloro-6-(2,3-dimethylphenylamino)pyrimidin-2-ylsulfanyl]acetic acid
CAS No. 50892-23-4
项目整合开发状态: Preclinical
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:The reaction of 2-thiobarbituric acid (I) with ethyl bromoacetate (II) by means of NaHCO3 in ethanol - water gives ethyl-(4,6-dihydroxy-2-pyrimidinylthio)acetate (III),which by halogenation with POCl3 and N,N-diethylaniline yields ethyl (4,6-dichloro-2-pyrimidinylthio)acetate (IV).The condensation of (IV) with 2,3-dimethylaniline (V) by means of Na2CO3 in refluxing ethanol affords ethyl [4-chloro-6-(2,3-xylidino)-2-pyrimidinylthio]acetate (VI),which is finally hydrolyzed with Na2CO3 in refluxing ethanol.Description.- Crystals,m.p.146-51 C; Na salt,m.p.183 C (decomp.).
📌 参考资料/链接:
参考文献标题:Wy - 14643
文献作者:Castar,J.; Paton,D.M.
参考来源:Drugs Fut 1978,3(5),404

📄 详细内容


合成路线:The reaction of 2-thiobarbituric acid (I) with ethyl bromoacetate (II) by means of NaHCO3 in ethanol - water gives ethyl-(4,6-dihydroxy-2-pyrimidinylthio)acetate (III),which by halogenation with POCl3 and N,N-diethylaniline yields ethyl (4,6-dichloro-2-pyrimidinylthio)acetate (IV).The condensation of (IV) with 2,3-dimethylaniline (V) by means of Na2CO3 in refluxing ethanol affords ethyl [4-chloro-6-(2,3-xylidino)-2-pyrimidinylthio]acetate (VI),which is finally hydrolyzed with Na2CO3 in refluxing ethanol.Description.- Crystals,m.p.146-51 C; Na salt,m.p.183 C (decomp.).

参考文献标题:Natural product resveratrol: Novel sensitizer of tumor cells for TRAIL- or cytotoxic drug-induced apoptosis by cell cycle-mediated survivin depletion
文献作者:Santilli,A.A.; et al.
参考来源:Experientia 1974,30(10),1110


合成路线:The reaction of 2-thiobarbituric acid (I) with ethyl bromoacetate (II) by means of NaHCO3 in ethanol - water gives ethyl-(4,6-dihydroxy-2-pyrimidinylthio)acetate (III),which by halogenation with POCl3 and N,N-diethylaniline yields ethyl (4,6-dichloro-2-pyrimidinylthio)acetate (IV).The condensation of (IV) with 2,3-dimethylaniline (V) by means of Na2CO3 in refluxing ethanol affords ethyl [4-chloro-6-(2,3-xylidino)-2-pyrimidinylthio]acetate (VI),which is finally hydrolyzed with Na2CO3 in refluxing ethanol.Description.- Crystals,m.p.146-51 C; Na salt,m.p.183 C (decomp.).

参考文献标题:
文献作者:Santilli,A.A.; et al.(American Home Products Corp.)
参考来源:US 3910910


合成路线:The reaction of 2-thiobarbituric acid (I) with ethyl bromoacetate (II) by means of NaHCO3 in ethanol - water gives ethyl-(4,6-dihydroxy-2-pyrimidinylthio)acetate (III),which by halogenation with POCl3 and N,N-diethylaniline yields ethyl (4,6-dichloro-2-pyrimidinylthio)acetate (IV).The condensation of (IV) with 2,3-dimethylaniline (V) by means of Na2CO3 in refluxing ethanol affords ethyl [4-chloro-6-(2,3-xylidino)-2-pyrimidinylthio]acetate (VI),which is finally hydrolyzed with Na2CO3 in refluxing ethanol.Description.- Crystals,m.p.146-51 C; Na salt,m.p.183 C (decomp.).

参考文献标题:
文献作者:Santilli,A.A.; et al.
参考来源:US 3940394


合成路线:The reaction of 2-thiobarbituric acid (I) with ethyl bromoacetate (II) by means of NaHCO3 in ethanol - water gives ethyl-(4,6-dihydroxy-2-pyrimidinylthio)acetate (III),which by halogenation with POCl3 and N,N-diethylaniline yields ethyl (4,6-dichloro-2-pyrimidinylthio)acetate (IV).The condensation of (IV) with 2,3-dimethylaniline (V) by means of Na2CO3 in refluxing ethanol affords ethyl [4-chloro-6-(2,3-xylidino)-2-pyrimidinylthio]acetate (VI),which is finally hydrolyzed with Na2CO3 in refluxing ethanol.Description.- Crystals,m.p.146-51 C; Na salt,m.p.183 C (decomp.).
参考文献标题:
文献作者:Santilli,A.A.; et al.(American Home Products Corp.)
参考来源:CA 967571; DE 2314160; FR 2182917; GB 1413892; US 3814761; US 3876789; US 3896129; ZA 7301526


产品链接: CAS No. 50892-23-4››