CAS: 84006-10-0; 2-(Chloromethyl)-4-Methoxy-3,5-Dimethylpyridine

该化合物是多用途有机化合物,具有独特的结构特征,它提供了氯甲基和甲氧组的独特平衡,加强了其在有机溶剂中的回活动性和溶性,该化合物由于具有形成稳定化学联系的潜力,完全适合各种合成应用,包括异环化合物合成和制药研究.

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相似化合物

86604-75-3 86604-74-2 109371-19-9

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上下游产品

(4-methoxy-3,5-dimethylpyridin-2-yl)methanol 4-methoxy-2,3,5-trimethylpyridine 1-oxide (4-methoxy-3,5-dimethyl-pyridin-2-yl)methyl acetate 4-methoxy-2,3,5-trimethylpyridine 2-(4-Methoxy-3,5-dimethyl-pyridin-2-ylmethylsulfanyl)-6-phenyl-3H-thieno[3,4-d]imidazole 2-(4-Methoxy-3,5-dimethyl-pyridin-2-ylmethylsulfanyl)-6-(4-methoxy-phenyl)-3H-thieno[3,4-d]imidazole 2-[5-(4-Fluoro-phenyl)-[1,3,4]oxadiazol-2-ylsulfanylmethyl]-4-methoxy-3,5-dimethyl-pyridine (4-methoxy-3,5-dimethylpyridin-2-yl)methanol

合成工艺路线路线简述

  • 86604-80-0 = 84006-10-0
    反应条件:1.1 Reagents: Triethylamine,Phosphorus Oxychloride Solvents: Dichloromethane; 1 H,Reflux1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 10
    标题:Improvement On The Synthesis Of 2-Chloromethyl-4-Methoxy-3,5-Dimethylpyridine
    作者:Ma,Nan; Et Al
    参考文献:Hecheng Huaxue 日期:2007 卷标:15(3) 页码:385-387]

    86604-80-0 = 84006-10-0 [标题:Reaction Conditions
    标题:Product Class 1: Pyridines
    作者:Spitzner,D.
    参考文献:Science Of Synthesis 日期:2005 卷标:15 页码:11-284]

    287118-45-0 = 84006-10-0
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; Rt -> -10 °C; 30 Min,-20 - -10 °C; -20 - -10 °C; 3 H,-10 °C -> Rt; Rt
    标题:Synthesis Of Omeprazole
    作者:Liu,Xiulan
    参考文献:Shanxi Yike Daxue Xuebao 日期:2002 卷标:33(4) 页码:330-332]

    109371-20-2 = 84006-10-0
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 2 H,95 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized2.1 Reagents: Acetic Anhydride; 2 H,100 °C2.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Rt3.1 Reagents: Thionyl Chloride; 2 H,Rt3.2 Reagents: Sodium Bicarbonate Solvents: Water; Neutralized
    标题:Image-Guided Development Of Heterocyclic Sulfoxides As Ligands For Tau Neurofibrillary Tangles: From First-In-Man To Second-Generation Ligands
    作者:Rafique,Waqas; Et Al
    参考文献:Acs Omega 日期:2018 卷标:3(7) 页码:7567-7579]

    130000-78-1 = 84006-10-0 [标题:Reaction Conditions
    标题:Preparation Of 2-(Chloro- And Hydroxymethyl)-3,5-Dimethyl-4-Methoxy Pyridine
    参考文献:European Patent Organization]

    86604-79-7 = 84006-10-0
    反应条件:1.1 Reagents: Sodium; 5 H,Reflux2.1 Reagents: Triethylamine,Phosphorus Oxychloride Solvents: Dichloromethane; 1 H,Reflux2.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 10
    标题:Improvement On The Synthesis Of 2-Chloromethyl-4-Methoxy-3,5-Dimethylpyridine
    作者:Ma,Nan; Et Al
    参考文献:Hecheng Huaxue 日期:2007 卷标:15(3) 页码:385-387]

    14248-66-9 = 84006-10-0
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol; Rt -> Reflux; 1.5 H,Reflux; 2 H,Reflux1.2 Reagents: Sulfuric Acid; Ph 92.1 Solvents: Methanol; 15 Min,Rt2.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 7; 1.5 H,Reflux2.3 1.5 H,Reflux; Overnight,Rt2.4 Reagents: Dithionous Acid,Ammonium Salt (1:2); 2 H,Reflux; Overnight,Rt2.5 Reagents: Sodium Hydroxide Solvents: Water; Ph 103.1 Reagents: Thionyl Chloride Solvents: Methanol; Rt -> -10 °C; 30 Min,-20 - -10 °C; -20 - -10 °C; 3 H,-10 °C -> Rt; Rt
    标题:Synthesis Of Omeprazole
    作者:Liu,Xiulan
    参考文献:Shanxi Yike Daxue Xuebao 日期:2002 卷标:33(4) 页码:330-332]

    86604-78-6 = 84006-10-0
    反应条件:1.1 Reagents: Thionyl Chloride; 2 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Neutralized
    标题:Image-Guided Development Of Heterocyclic Sulfoxides As Ligands For Tau Neurofibrillary Tangles: From First-In-Man To Second-Generation Ligands
    作者:Rafique,Waqas; Et Al
    参考文献:Acs Omega 日期:2018 卷标:3(7) 页码:7567-7579]

    86604-78-6 = 84006-10-0
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Dichloromethane; Rt -> 0 °C; 0 °C; 1 H,Rt1.2 Reagents: Sodium Carbonate Solvents: Water
    标题:Preparation Of Pyridoimidazole Derivatives For Preventing And Treating Digestive Tract Ulcer
    参考文献:China]

    86604-75-3 = 84006-10-0
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Water; 2 - 3 Min,Rt
    标题:Epr Spectroscopic Detection Of The Elusive Fev=o Intermediates In Selective Catalytic Oxofunctionalizations Of Hydrocarbons Mediated By Biomimetic Ferric Complexes
    作者:Lyakin,Oleg Y.; Et Al
    参考文献:Acs Catalysis 日期:2015 卷标:5(5) 页码:2702-2707]

    86604-75-3 = 84006-10-0
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dichloromethane,Water; 1 H,Rt
    标题:Deuterodehalogenation Under Net Reductive Or Redox-Neutral Conditions Enabled By Paired Electrolysis
    作者:Wood,Devin; Et Al
    参考文献:Angewandte Chemie 日期:2023 卷标:62(15)]

    86604-75-3 = 84006-10-0
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: Water
    标题:Bioinspired Symmetrical And Unsymmetrical Diiron Complexes For Selective Oxidation Catalysis With Hydrogen Peroxide
    作者:Trehoux,Alexandre; Et Al
    参考文献:Dalton Transactions 日期:2020 卷标:49(46) 页码:16657-16661]

    109371-20-2 = 84006-10-0 [标题:Reaction Conditions
    标题:Product Class 1: Pyridines
    作者:Spitzner,D.
    参考文献:Science Of Synthesis 日期:2005 卷标:15 页码:11-284]

    91219-89-5 = 84006-10-0
    反应条件:1.1 Solvents: Methanol; 15 Min,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 7; 1.5 H,Reflux1.3 1.5 H,Reflux; Overnight,Rt1.4 Reagents: Dithionous Acid,Ammonium Salt (1:2); 2 H,Reflux; Overnight,Rt1.5 Reagents: Sodium Hydroxide Solvents: Water; Ph 102.1 Reagents: Thionyl Chloride Solvents: Methanol; Rt -> -10 °C; 30 Min,-20 - -10 °C; -20 - -10 °C; 3 H,-10 °C -> Rt; Rt
    标题:Synthesis Of Omeprazole
    作者:Liu,Xiulan
    参考文献:Shanxi Yike Daxue Xuebao 日期:2002 卷标:33(4) 页码:330-332]

    104916-41-8 = 84006-10-0 [标题:Reaction Conditions
    标题:Preparation Of 2-(Chloro- And Hydroxymethyl)-3,5-Dimethyl-4-Methoxy Pyridine
    参考文献:European Patent Organization]

    86604-79-7 = 84006-10-0
    反应条件:1.1 -2.1 Reagents: Acetic Anhydride,Sodium Hydroxide3.1 Reagents: Thionyl Chloride Solvents: Dichloromethane
    标题:(H+,K+)-Atpase Inhibiting 2-[(2-Pyridylmethyl)Sulfinyl]Benzimidazoles. 4. A Novel Series Of Dimethoxypyridyl-Substituted Inhibitors With Enhanced Selectivity. The Selection Of Pantoprazole As A Clinical Candidate
    作者:Kohl,Bernhard; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1992 卷标:35(6) 页码:1049-57
📜4-甲氧基-2,3,5-三甲基吡啶-N-氧化物置于sodium Hydroxide,氯化亚砜,溶剂黄146体系中,用 甲醇,二氯甲烷 作为反应溶剂,化学反应 4.0H,反应生成 2-(氯甲基)-4-甲氧基-3,5-二甲基吡啶
参考文献:2-[((2-吡啶基甲基)亚磺酰基]-1H-噻吩并[3,4-D]咪唑.一类新型的胃h + / K(+)-Atpase抑制剂.
标题:2-[((2-吡啶基甲基)亚磺酰基]-1H-噻吩并[3,4-D]咪唑.一类新型的胃h + / K(+)-Atpase抑制剂.
摘要:合成2-[((2-吡啶基甲基)亚磺酰基]噻吩并咪唑类化合物,并研究其作为胃h + / K(+)-Atpase的潜在抑制剂.已发现两种可能的噻吩并咪唑系列的[3,4-D]异构体在体外和体内都是有效的胃酸分泌抑制剂.结构活性关系表明,特别是在吡啶部分的4位具有额外的电子要求特性的亲脂性烷氧基,苄氧基和苯氧基取代基与未取代的噻吩并[3,4-D]咪唑结合会导致具有高活性的化合物.非常好的化学稳定性.噻吩并[3,4-D]咪唑部分的各种取代方式导致较低的生物活性.选择了七氟丁氧基衍生物萨维拉唑(hoe 731,5D)进行进一步开发,目前正在临床评估中.
DOI:10.1021/jm00081A004

海关参考信息

专利信息


专利号:US-6437139-B1
优先权日:1997-05-06
标题 :Synthesis of pharmaceutically useful pyridine derivatives
发明人：ZOGHBI MICHEL; CHEN LIQUIN
权利人:PDI RES LAB INC
摘要:A process is provided for the preparation of compounds of formula I,useful in the preparation of compounds such as Omeprazole, Lansoprazole and Pantoprazole, wherein R1=H or CH3, R2=H or CH3, R3=Alkoxy (1-4C), OCH2CF3, Cyano, Hydrogen, Halogen, Acetoxy or Aryloxy, any electron withdrawing group or salts (organic or inorganic) of electron donating groups, R=Alkoxy, Hydroxy, Halogen, Activated ester, Tosylate, Mesylate, Thiol or Xanthyl, wherein the process for the preparation of compound of formula I employs a free radical reaction to functionalize the 2-position.

专利号:US-7683178-B2
优先权日:2002-10-18
标 题 :Method for the synthesis of a benzimidazole compound
发明人：GUSTAVSSON ANDERS
权利人:ASTRAZENECA AB
摘要:A process for the manufacture of omeprazole or esomeprazole from pyrmethyl alcohol via pyrmethyl chloride and pyrmetazole characterized in that the whole reaction sequence is carried out without any isolation or purification of intermediates. Further, the reaction is carried out in a solvent system common for the whole reaction sequence and inert to the reactants formed during the process and used in the process and comprises a water immiscible organic solvent and a specified amount of water.

专利号:US-6121454-A
优先权日:1997-05-06
标题 :Synthesis of pharmaceutically useful pyridine derivatives
发明人：ZOGHBI MICHEL; CHEN LIQUIN
权利人:PDI RESEARCH LAB INC
摘要:A process is provided for the preparation of compounds of formula I, useful in the preparation of compounds such as Omeprazole, Lansoprazole and Pantoprazole, wherein R1=H or CH3, R2=H or CH3, R3=Alkoxy (1-4C), OCH2CF3, Cyano, Hydrogen, Halogen, Acetoxy or Aryloxy, any electron withdrawing group or salts (organic or inorganic) of electron donating groups, R=Alkoxy, Hydroxy, Halogen, Activated ester, Tosylate, Mesylate, Thiol or Xanthyl, wherein the process for the preparation of compound of formula I employs a free radical reaction to functionalize the 2-position.

专利号:US-6723852-B2
优先权日:2000-04-14
标题:Method for obtaining derivatives of [[(pyridil substituted)methyl]thio]benzomidazol
发明人：BERENGUER MAIMO RAMON; COPPI LAURA
权利人:ESTEVE QUIMICA SA
摘要:The method for obtaining derivatives of [[(pyridil substituted)methyl]thio]benzomidazol (I), where each of R1, R3 and R4, independently of each other, is hydrogen, an alkyl, alkoxy or fluorinated alkoxy of 1 to 6 carbon atoms, and R2 is nitro, halogen, alkoxy or halogenated alkoxy of 1 to 6 carbon atoms, or a group -OR-(CH2)n-OR8, where n is an integer between 1 and 6 and R8 represents hydrogen or an alkyl group with 1 to 6 carbon atoms, which involves (a) reacting an N-oxide of a methylpyridine with an anhydride of activated carboxylic acid or of sulfonic acid, and (b) reacting the intermediate formed in stage (a) with a corresponding mercaptobenzomidazol. The compounds (I) are useful in the synthesis of derivatives of [[(pyridil substituted)methyl]sulfinyl]benzomidazol, such as omeprazol, lansoprazol, rabeprazol or pantoprazol.

专利号:US-8962851-B2
优先权日:2011-12-27
标题:One-pot process for the preparation of benzimidazole derivatives
发明人：DWIVEDI SHRIPRAKASH DHAR; PRASAD ASHOK; PAL DAYA RAM
权利人:CADILA HEALTHCARE LTD
摘要:The present invention discloses one pot process for enantioselective synthesis of single enantiomers of substituted sulphoxides 2-(2-pyridinylmethylsulphinyl)-1H-benzimidazoles or said compounds in an enantiomerically enriched form.

专利号:US-7227024-B2
优先权日:2002-10-18
标 题 :Method for the synthesis of a benzimidazole compound

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合成参考文献


摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
摘要:Spitzner, D., Science of Synthesis, (2005) 15, 192.
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