CAS: 848139-78-6; 6-Amino-4-((3-Chloro-4-(Pyridin-2-Ylmethoxy)Phenyl)Amino)-7-Ethoxyquinoline-3-Carbonitrile

英文名称6-Amino-4-((3-Chloro-4-(Pyridin-2-Ylmethoxy)Phenyl)Amino)-7-Ethoxyquinoline-3-Carbonitrile
中文名称6-氨基-4-(3-氯-4-(吡啶-2-取代甲氧基)苯胺)-7-乙氧基喹啉-3-甲腈
IUPAC名称6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
其它别名6-氨基-4-(3-氯-4-(吡啶-2-取代甲氧基)苯胺)-7-乙氧基喹啉-3-甲腈; 3-喹啉碳腈,6-氨基-4-[[[3-氯-4-(2-吡啶基甲氧基)苯基]氨基] -7-乙氧基; 6-Amino-4-[3-Chloro-4-(2-Pyridylmethoxy)Anilino]-7-Ethoxy-Quinoline-3-Carbonitrile
CAS编号848139-78-6
MFCD编号:MFCD12032114
EINECS号:810-025-6
FDA UNII编号:G7S79C6K63
分子式:C24H20ClN5O2
分子量:445.9
产品CID: 1838742
产品分类有机原料→分子砌块→芳杂环类化合物→喹啉类化合物

相似结构搜索
InChIKey: WRGKROVGVSWJMI-UHFFFAOYSA-N
InChI=1S/C24H20ClN5O2/c1-2-31-23-11-21-18(10-20(23)27)24(15(12-26)13-29-21)30-16-6-7-22(19(25)9-16)32-14-17-5-3-4-8-28-17/h3-11,13H,2,14,27H…
计算化学: 氢键受体数7.0氢键供体数2.0可旋转键数7.0

相似化合物

1144516-13-1 1144516-20-0 915941-95-6

物理性质

熔点236-238 °C
沸点649.8±55.0 °C at 760 mmHg
闪点346.8±31.5 °C
密度1.4±0.1 g/cm3
pKa:5.09±0.50(预测)
PSA:106.08
LogP:5.45838
折射率1.698
蒸汽压0.0±1.9 mmHg at 25°C
溶解性Dichloromethane (Slightly), DMSO (Slightly)
外观形态类白色至淡黄色固体
储存条件2-8°C(避光保存)
产品应用该化合物用于医药中间体.

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

上下游产品

4-[3-氯-4-[(2-吡啶基)甲氧基]苯胺基]-3-氰基-7-乙氧基-6-(N-乙酰基氨基)喹啉 N-(4-[3-Chloro-4-(Pyridin-2-Ylmethoxy)Phenylamino]-3-Cyano-7-Ethoxyquinoline-6-yl)Acetamide 915941-95-6
N-(4-氯-3-氰基-7-乙氧基喹啉-6-基)乙酰胺 N-(4-Chloro-3-Cyano-7-Ethoxyquinolin-6-yl)Acetamide 848133-76-6
N-(3-氰基-7-乙氧基-4-羟基喹啉-6-基)乙酰胺 N-(3-Cyano-7-Ethoxy-4-Oxo-1,4-Dihydroquinolin-6-yl)Acetamide 848133-75-5

合成工艺路线路线简述

524955-09-7 + 848133-76-6 = 848139-78-6
反应条件:1.1 Reagents: Methanesulfonic Acid Solvents: Ethanol; 2 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Reflux1.3 Reagents: Potassium Carbonate Solvents: Water
标题:The Wittig-Horner Reaction For The Synthesis Of Neratinib
作者:Gu,Ning; Yang,Jiabin; Wang,Peng; Li,Lushen; Chen,Yang; Et Al
参考文献:Research On Chemical Intermediates 日期:2013 卷标:39(7) 页码:3105-3110]

524955-09-7 + 848133-76-6 = 848139-78-6
反应条件:1.1 Catalysts: Methanesulfonic Acid Solvents: Ethanol; 2 H,Reflux
标题:Synthesis Of Neratinib
作者:Chen,Feng; Zhang,Shengping; Wang,Peibei; Li,Yuezhen; Lai,Yisheng
参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2014 卷标:45(8) 页码:701-705]

915941-95-6 = 848139-78-6
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Ethanol,Water; 24 H,80 °C1.2 Reagents: Potassium Carbonate Solvents: Methanol,Water; 3 H,Rt
标题:Synthesis And Structure Identification Of Neratinib And Its Related Substances
作者:Wang,Haibo; Luo,Hairong; Kuang,Hongfu; Zhang,Wei; Li,Danfeng
参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2015 卷标:46(10) 页码:1063-1068]

915941-95-6 = 848139-78-6
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 5 H,Reflux
标题:Irreversible Inhibition Of Epidermal Growth Factor Receptor Activity By 3-Aminopropanamides
作者:Carmi,Caterina; Galvani,Elena; Vacondio,Federica; Rivara,Silvia; Lodola,Alessio; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2012 卷标:55(5) 页码:2251-2264

2-氯-4-硝基苯酚置于盐酸,水,吡啶盐酸盐,铁粉,Potassium Carbonate,氯化铵,Potassium Iodide体系中,用乙醇,水,N,N-二甲基甲酰胺,异丙醇作为反应溶剂,化学反应 18.0H,反应生成 6-氨基-4-(3-氯-4-(吡啶-2-取代甲氧基)苯胺)-7-乙氧基喹啉-3-甲腈
参考文献:低细胞毒性的有效和共价her-2酪氨酸激酶抑制剂的设计,合成和生物学研究
标题:低细胞毒性的有效和共价her-2酪氨酸激酶抑制剂的设计,合成和生物学研究
摘要:本文介绍了用于治疗her2阳性乳腺癌的新型her-2酪氨酸激酶抑制剂的发现和开发.egfr家族已被认为是癌症进展中的关键冥想分子.her-2酪氨酸激酶是其中的成员之一.为了探索有效的her-2抑制剂,已经设计,合成和评估了一系列新的4-苯胺基-3-氰基喹啉衍生物.大多数化合物对sk-Br-3细胞系和her-2激酶具有适度的增殖抑制作用.化合物16似乎是最有效的化合物(her-2激酶的ic 50:19.4纳米,Sk-Br-3的ic 50:94纳米).在细胞毒性实验中,化合物16在beas-2B细胞系(人支气管上皮细胞)上显示出比neratinib低得多的细胞毒性.总之,化合物16将是进一步开发抗乳腺癌药物的有前途的先导化合物.
DOI:10.1007/s11696-019-00686-0

海关参考信息

2903919090-氯苯
2933310010-吡啶
2908199090-其他酚的卤化衍生物
2908999090-其他酚的硝化衍生物
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详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-11555027-B1
优先权日:2021-06-29
标题 :Method for preparing 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxylquinoline 3-carbonitrile
发明人：CHENG QINGFANG; Hua Chenlin; ZHONG JINLU; WANG QIFA; Qiu Shoushuai; QI LUYAO; SONG WANQING; ZHANG YESONG
权利人:UNIV JIANGSU OCEAN
摘要:The present invention relates to the technical field of pharmaceutical synthesis, and in particular, to a method for preparing 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy) phenyl]amino]-7-ethoxylquinoline 3-carbonitrile. In the present invention, Compound 3 and Compound 2 react in the presence of a sulfonic compound to give Compound 4; Compound 4, 4-nitro-3-ethoxylphenylamine and triethyl orthoformate react by heating at reflux to give a solid intermediate; the solid intermediate and a Lewis acid are heated for a ring-closing reaction to give Compound 5; Compound 5, hydrazine hydrate and activated carbon react in the presence of a catalyst to give Compound 1, which is (6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy) phenyl]amino]-7-ethoxylquinoline 3-carbonitrile). The present invention has advantages of a short reaction route, a high yield and simple procedures, requires no extreme reaction condition, and features higher cost-efficiency and suitability for industrial manufacture.