CAS: 236750-65-5; 4,5-Bis(2-Methoxyethoxy)-2-Nitrobenzonitrile

上下游产品

CAS号80407-68-7 3,4-双(2-甲氧基乙氧基)苯腈 | CAS号1006377-63-4 3,4-bis(2-metho... | CAS号80407-64-3 3,4-二(2-甲氧基乙氧基)苯甲醛 | CAS号139-85-5 原儿茶醛; 原二茶醛; 茶酚甲... | CAS号819813-71-3 3,4-bis(2-metho... | CAS号99-50-3 原儿茶酸 | CAS号950596-58-4 2-氨基-4,5-双(2-甲氧... | CAS号183322-18-1 4-氯-6,7-二(2-甲氧基... | CAS号179688-29-0 6,7-二甲氧乙氧基喹唑啉-4-酮 | CAS号183321-74-6 埃罗替尼 | CAS号183319-69-9 盐酸埃罗替尼 | CAS号950596-59-5 N'-[2-cyano-4,5...

原儿茶酸置于四磷十氧化物,水,硝酸,四丁基碘化铵,Potassium Carbonate,尿素,Potassium Hydroxide体系中,用 甲醇,5,5-Dimethyl-1,3-Cyclohexadiene,溶剂黄146,N,N-二甲基甲酰胺 用作溶剂,化学反应 27.5H,反应生成埃罗替尼中间体
参考文献:通过苯基苯甲脒中间体的闭环反应合成酪氨酸激酶抑制剂厄洛替尼的改进收敛方法
标题:通过苯基苯甲脒中间体的闭环反应合成酪氨酸激酶抑制剂厄洛替尼的改进收敛方法
摘要:已经开发了一种改进的收敛和经济的方法,用于合成厄洛替尼,4-苯胺基喹唑啉和 Egfr-酪氨酸激酶抑制剂,用于治疗非小细胞肺癌.由合适的 2-氨基苄腈中间体和 3-乙炔基苯胺形成该 4-苯胺基喹唑啉的最后两个步骤进行了改进,并在简单的一锅反应中进行.研究并确定从合适的甲脒中间体和 3-乙炔基苯胺形成厄洛替尼的闭环机制通过形成苯基苯甲脒中间体进行,而不是涉及早先报道的 Dimroth 重排.首次分离并表征了新的苯甲脒中间体.
Doi:10.5012/bkcs.2011.32.3.909

专利信息

专利号:WO-2007138613-A3
优先权日:2006-05-25
标题 :A process for synthesis of [6,7-bis-(2-methoxyethoxy)-quinazolin-4-yl]-(3-ethynylphenyl)amine hydrochloride
发明人：CHANDREGOWDA VENKATESHAPPA; RAO GUDAPATI VENKATESWARA; KUSH ANIL KUMAR; REDDY GOUKANAPALLI CHANDRASEKARA
权利人:VITTAL MALLYA SCIENT RES FOUND; CHANDREGOWDA VENKATESHAPPA; RAO GUDAPATI VENKATESWARA; KUSH ANIL KUMAR; REDDY GOUKANAPALLI CHANDRASEKA
摘要:The present invention provides a process for synthesizing [6,7-bis(2-methoxyethoxy)quinazolin-4-yl]-(3-ethynylphenyl)amine hydrochloride (Erlitinib Hydrochloride) having the formula (I) comprising reacting 3,4-dihydroxy benzaldehyde with bromo derivative of ethyl methyl ether to obtain 3,4-bis(2-methoxyethoxy)benzaldehyde having formula (III). This is converted to give 3,4- bis (2-methoxyethoxy)-benzonitrile which on furthur nitration we obtain 4,5- bis (2-methoxyethoxy)-2-nitrobenzonitrile which on nitro reduction we get 2-amino-4,5-bis(2-methoxyethoxy)benzonitrile. Formylation of this compound yields N'-[2-cyano-4,5-bis(2methoxyethoxy)phenyl]-N,N-dimethylformamidine. Coupling of this formamidine with 3-ethynyl aniline gives erlotinib free base. On furthur treatment of this free base with methanolic/ethanolic hydrochloric acid gives us erlotinib hydrochloride.

专利号:WO-2007138613-A2
优先权日:2006-05-25
标题:A process for synthesis of [6,7-bis-(2-methoxyethoxy)-quinazolin-4-yl]-(3-ethynylphenyl)amine hydrochloride

专利号:WO-2007138612-A2
优先权日:2006-05-25
标题 :A process for synthesis of [6,7-bis-(2-methoxyethoxy)-quinazolin-4- yl]-(3-ethynylphenyl)amine hydrochloride