CAS: 861453-16-9; 4-Methoxy-5-(3-Morpholinopropoxy)-2-Nitrobenzamide

英文名称4-Methoxy-5-(3-Morpholinopropoxy)-2-Nitrobenzamide
中文名称4-甲氧基-6-硝基-3-[3-(4-吗啉基)丙氧基]-苯甲酰胺
IUPAC名称4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzamide
其它别名4-Methoxy-5-(3-Morpholinopropoxy)-2-Nitrobenzamide; Gefitinib Impurity 32; Gefitinib Impurity 13/4-Methoxy-5-(3-Morpholinopropoxy)-2-Nitrobenzamide; Gefitinib-15; 4-Methoxy-6-Nitro-3-[3-(4-Morpholinyl)Propoxy]-Benzamide; Gefitinib Impurity O; Benzamide, 4-Methoxy-5-[3-(4-Morpholinyl)Propoxy]-2-Nitro-
CAS编号861453-16-9
MFCD编号:MFCD31579912
FDA UNII编号:WJ3E2A4ATF
分子式:C15H21N3O6分子量:339.35
产品CID: 1862292
产品分类分析化学 → 标准品 → 药典标准品和杂质标准品

相似结构搜索
InChIKey: CZNVOBRARXZUEA-UHFFFAOYSA-N
InChI=1S/C15H21N3O6/c1-22-13-10-12(18(20)21)11(15(16)19)9-14(13)24-6-2-3-17-4-7-23-8-5-17/h9-10H,2-8H2,1H3,(H2,16,19)
计算化学: 氢键受体数7.0氢键供体数1.0可旋转键数7.0

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-P301+P312-P302+P352-P304+P340-P305+P351+P338

上下游产品

2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile isovanillin 2-methoxy-5-cyanophenol 4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile 2-amino-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzamide

合成工艺路线路线简述

合成目标产物 4-Methoxy-5-(3-Morpholinopropoxy)-2-Nitrobenzamide 主要起始原料 2-Amino-4-Methoxy-5-(3-Morpholinopropoxy)Benzonitrile
621-59-0 = 861453-16-9
反应条件:1.1 Reagents: Sodium Formate,Hydroxylamine,Sulfate Solvents: Formic Acid; Rt -> 85 °C; 85 °C; 5 H,85 °C; 85 °C -> Rt1.2 Reagents: Sodium Chloride Solvents: Water2.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt -> 85 °C; 10 H,85 °C3.1 Reagents: Sulfuric Acid,Nitric Acid Solvents: Acetic Acid,Water; 0 - 5 °C; 5 °C -> Rt; 50 H,Rt3.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 114.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; Rt -> 50 °C; 50 °C; 2 H,50 °C4.2 Reagents: Water; 50 °C -> 15 °C
标题:Improved Synthesis Of Gefitinib
作者:Xiao,Hualing; Et Al
参考文献:Zhongguo Haiyang Daxue Xuebao 日期:2010 卷标:40(8) 页码:103-106]

675126-26-8 = 861453-16-9
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethyl Sulfoxide; Rt -> 50 °C1.2 Reagents: Hydrogen Peroxide Solvents: Water; 50 °C; 2 H,50 °C
标题:Improvement Of The Synthesis Of Gefitinib
作者:Chen,Ren-Hong; Et Al
参考文献:Zhongguo Yaoxue Zazhi (Beijing 日期:2012 卷标:47(13) 页码:1084-1087]

675126-26-8 = 861453-16-9
反应条件:1.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; Rt -> 50 °C; 50 °C; 2 H,50 °C1.2 Reagents: Water; 50 °C -> 15 °C
标题:Improved Synthesis Of Gefitinib
作者:Xiao,Hualing; Et Al
参考文献:Zhongguo Haiyang Daxue Xuebao 日期:2010 卷标:40(8) 页码:103-106]

1379208-77-1 + 7357-67-7 = 861453-16-9
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 8 H,Rt -> 85 °C2.1 Reagents: Potassium Carbonate Solvents: Dimethyl Sulfoxide; Rt -> 50 °C2.2 Reagents: Hydrogen Peroxide Solvents: Water; 50 °C; 2 H,50 °C
标题:Improvement Of The Synthesis Of Gefitinib
作者:Chen,Ren-Hong; Et Al
参考文献:Zhongguo Yaoxue Zazhi (Beijing 日期:2012 卷标:47(13) 页码:1084-1087]

675126-28-0 = 861453-16-9
反应条件:1.1 Reagents: Sulfuric Acid,Nitric Acid Solvents: Acetic Acid,Water; 0 - 5 °C; 5 °C -> Rt; 50 H,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 112.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; Rt -> 50 °C; 50 °C; 2 H,50 °C2.2 Reagents: Water; 50 °C -> 15 °C
标题:Improved Synthesis Of Gefitinib
作者:Xiao,Hualing; Et Al
参考文献:Zhongguo Haiyang Daxue Xuebao 日期:2010 卷标:40(8) 页码:103-106]

58749-47-6 + 7357-67-7 = 861453-16-9
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 8 H,85 °C1.2 Reagents: Water2.1 Reagents: Formic Acid,Sodium Formate,Hydroxylamine,Sulfate; 8 H,85 °C3.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; < 65 °C; 1 H
标题:Optimization Of The Synthesis For Gefitinib
作者:Wang,Li
参考文献:Jinri Yaoxue 日期:2011 卷标:21(12) 页码:741-744]

58749-47-6 = 861453-16-9
反应条件:1.1 Reagents: Formic Acid,Sodium Formate; Rt -> 85 °C1.2 Reagents: Hydroxylamine,Sulfate; 85 °C; 5 H,85 °C2.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 8 H,Rt -> 85 °C3.1 Reagents: Potassium Carbonate Solvents: Dimethyl Sulfoxide; Rt -> 50 °C3.2 Reagents: Hydrogen Peroxide Solvents: Water; 50 °C; 2 H,50 °C
标题:Improvement Of The Synthesis Of Gefitinib
作者:Chen,Ren-Hong; Et Al
参考文献:Zhongguo Yaoxue Zazhi (Beijing 日期:2012 卷标:47(13) 页码:1084-1087]

20357-25-9 = 861453-16-9
反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; Rt1.2 Reagents: L-Methionine; 10 Min,Rt; 6 H,Rt -> 90 °C1.3 Solvents: Water; Cooled2.1 Reagents: Formic Acid,Sodium Formate; Rt -> 85 °C2.2 Reagents: Hydroxylamine,Sulfate; 85 °C; 5 H,85 °C3.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 8 H,Rt -> 85 °C4.1 Reagents: Potassium Carbonate Solvents: Dimethyl Sulfoxide; Rt -> 50 °C4.2 Reagents: Hydrogen Peroxide Solvents: Water; 50 °C; 2 H,50 °C
标题:Improvement Of The Synthesis Of Gefitinib
作者:Chen,Ren-Hong; Et Al
参考文献:Zhongguo Yaoxue Zazhi (Beijing 日期:2012 卷标:47(13) 页码:1084-1087]

20357-25-9 = 861453-16-9
反应条件:1.1 Reagents: (+/-)-Methionine,Methanesulfonic Acid; 10 Min,< 30 °C; 8 H,30 °C -> 90 °C1.2 Reagents: Water; Cooled2.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 8 H,85 °C2.2 Reagents: Water3.1 Reagents: Formic Acid,Sodium Formate,Hydroxylamine,Sulfate; 8 H,85 °C4.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; < 65 °C; 1 H
标题:Optimization Of The Synthesis For Gefitinib
作者:Wang,Li
参考文献:Jinri Yaoxue 日期:2011 卷标:21(12) 页码:741-744]

120-14-9 = 861453-16-9
反应条件:1.1 Reagents: Nitric Acid Solvents: Water; Rt; 1 H,Rt1.2 Solvents: Water; Cooled2.1 Reagents: Sulfuric Acid Solvents: Water; Rt2.2 Reagents: L-Methionine; 10 Min,Rt; 6 H,Rt -> 90 °C2.3 Solvents: Water; Cooled3.1 Reagents: Formic Acid,Sodium Formate; Rt -> 85 °C3.2 Reagents: Hydroxylamine,Sulfate; 85 °C; 5 H,85 °C4.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 8 H,Rt -> 85 °C5.1 Reagents: Potassium Carbonate Solvents: Dimethyl Sulfoxide; Rt -> 50 °C5.2 Reagents: Hydrogen Peroxide Solvents: Water; 50 °C; 2 H,50 °C
标题:Improvement Of The Synthesis Of Gefitinib
作者:Chen,Ren-Hong; Et Al
参考文献:Zhongguo Yaoxue Zazhi (Beijing 日期:2012 卷标:47(13) 页码:1084-1087]

120-14-9 = 861453-16-9
反应条件:1.1 Reagents: Nitric Acid Solvents: Water; 10 °C; 2 H,10 °C -> Rt2.1 Reagents: (+/-)-Methionine,Methanesulfonic Acid; 10 Min,< 30 °C; 8 H,30 °C -> 90 °C2.2 Reagents: Water; Cooled3.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 8 H,85 °C3.2 Reagents: Water4.1 Reagents: Formic Acid,Sodium Formate,Hydroxylamine,Sulfate; 8 H,85 °C5.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; < 65 °C; 1 H
标题:Optimization Of The Synthesis For Gefitinib
作者:Wang,Li
参考文献:Jinri Yaoxue 日期:2011 卷标:21(12) 页码:741-744]

675126-26-8 = 861453-16-9
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethyl Sulfoxide; Rt -> 50 °C1.2 Reagents: Hydrogen Peroxide Solvents: Water; 50 °C; 2 H,50 °C
标题:Synthesis Of Gefitinib
作者:Diao,Yuanyuan; Et Al
参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2008 卷标:39(6) 页码:401-403]

861453-12-5 = 861453-16-9
反应条件:1.1 Reagents: Formic Acid,Sodium Formate,Hydroxylamine,Sulfate; 8 H,85 °C2.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; < 65 °C; 1 H
标题:Optimization Of The Synthesis For Gefitinib
作者:Wang,Li
参考文献:Jinri Yaoxue 日期:2011 卷标:21(12) 页码:741-744]

52805-46-6 + 7357-67-7 = 861453-16-9
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt -> 85 °C; 10 H,85 °C2.1 Reagents: Sulfuric Acid,Nitric Acid Solvents: Acetic Acid,Water; 0 - 5 °C; 5 °C -> Rt; 50 H,Rt2.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 113.1 Reagents: Potassium Carbonate,Hydrogen Peroxide Solvents: Dimethyl Sulfoxide,Water; Rt -> 50 °C; 50 °C; 2 H,50 °C3.2 Reagents: Water; 50 °C -> 15 °C
标题:Improved Synthesis Of Gefitinib
作者:Xiao,Hualing; Et Al
参考文献:Zhongguo Haiyang Daxue Xuebao 日期:2010 卷标:40(8) 页码:103-106

📜3-(3-吗啉丙氧基)-4-甲氧基苄腈置于硫酸,双氧水,硝酸,Potassium Carbonate,溶剂黄146体系中,用二甲基亚砜作为反应溶剂,化学反应 38.5H,反应生成 4-甲氧基-6-硝基-3-[3-(4-吗啉基)丙氧基]-苯甲酰胺
参考文献:一种吉非替尼中间体制备方法
标题:一种吉非替尼中间体制备方法
摘要:本发明公开了一种吉非替尼中间体制备方法,包括以下步骤:1,化合物1在甲酸钠,甲酸及硫酸羟胺的存在下反应,得到化合物2;2,在溶剂一中,化合物2与化合物3在碳酸钾存在情况下反应,得到化合物4;3,在溶剂二中,化合物4在硫酸和硝酸存在情况下反应,得到化合物5;4,在溶剂三中,化合物5在碱及过氧化氢存在情况下反应,得到化合物6;5,在溶剂四中,化合物6在甲酸铵,钯/碳存在情况下反应,得到化合物7;6,化合物7在甲酸及甲酰胺存在情况下反应,得到化合物8.