CAS: 95652-81-6; 6-Chloro-2-Methoxynicotinaldehyde

该化合物是一种有机化合物,其特征是其环,这是六人组成的芳香热循环,含有一个氮原子;该化合物具有六人组成,在六人组和甲状腺环的甲状腺循环中含有一个氮原子;该化合物在六人组和甲状腺环的二人组中具有氯替代成分,同时在三人组中具有甲状腺素功能组;这些功能组的存在有助于其再活动及其在有机合成和药用化学中的潜在应用; 氯类组可以参与核生殖器替代反应,而甲状腺体组则对核细胞分裂细胞进行反应,使其在各种化学变异体中有用; 此外,甲状腺类组可以影响分子的电子特性,影响其再活性和溶性;该化合物可能对制药或农化化学品的发展具有兴趣,因为这些领域具有重要的微衍生物衍生物的特性.同许多有机化合物一样,在处理时,在处理时应该采取安全措施.

结构式图片

相似化合物

65515-33-5 65515-32-4 1260812-74-5

物理性质

MSDS等安全信息

欧盟法规

C&L通报

上下游产品

6-氯-2-甲氧基-3-吡啶甲腈 6-Chloro-2-Methoxynicotinonitrile 121643-46-7
2-氯-6-甲氧基吡啶-3-腈 2-Chloro-6-Methoxynicotinonitrile 121643-47-8
2-氯-6-甲氧基吡啶 6-Chloro-2-Methoxypyridine 17228-64-7

合成工艺路线路线简述

  • 合成目标产物 6-Chloro-2-Methoxynicotinaldehyde 主要起始原料 2 6-Dichloropyridine-3-Carboxaldehyde And Sodium Methoxide
  • 17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Pentane,Tetrahydrofuran; 1 H,-78 °C1.2 1.5 H,-78 °C1.3 Reagents: Acetic Acid
    标题:Preparation Of Aromatic Acetylene Or Aromatic Ethylene Compounds Useful As Pd-1 And Pd-L1 Inhibitors For The Treatment Of Cancer And Other Related Diseases
    参考文献:World Intellectual Property Organization]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Tetrahydrofuran; -78 °C; 2 H,-78 °C1.2 -78 °C; 3 H,-78 °C1.3 Reagents: Ammonium Chloride Solvents: Water
    标题:Optimization Of Physicochemical Properties Of Pyridone-Based Ep3 Receptor Antagonists
    作者:Zhang,Xuqing; Zhu,Bin; Guo,Lili; Bakaj,Ivona; Rankin,Matthew; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2021 卷标:47]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Pentane,Tetrahydrofuran; 5 Min,-78 °C; 1 H,-78 °C1.2 1.5 H,-78 °C1.3 Reagents: Acetic Acid; 30 Min,-78 °C -> Rt
    标题:Small-Molecule Inhibitors Of The Programmed Cell Death-1/programmed Death-Ligand 1 (Pd-1/pd-L1) Interaction Via Transiently Induced Protein States And Dimerization Of Pd-L1
    作者:Guzik,Katarzyna; Zak,Krzysztof M.; Grudnik,Przemyslaw; Magiera,Katarzyna; Musielak,Bogdan; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2017 卷标:60(13) 页码:5857-5867]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Chloro(1-Methylethyl)Magnesium Solvents: Tetrahydrofuran; -10 °C; 30 Min,-10 °C1.2 Reagents: Butyllithium; -10 °C; 2 H,-10 °C1.3 -10 °C; 1.5 H,-10 °C; -10 °C -> Rt1.4 Reagents: Acetic Acid,Hydrochloric Acid Solvents: Isopropanol,Water; Rt; 2 H,Rt -> 50 °C
    标题:Green Preparation Of Biphenyl Derivatives As Pd-1/pd-L1 Inhibitor For Treatment Of Tumor
    参考文献:China]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Tetrahydrofuran,Water; 1 H,-78 °C1.2 2 H,-78 °C1.3 Reagents: Acetic Acid1.4 Reagents: Sodium Bicarbonate Solvents: Water; Basified,Cooled
    标题:Biaryl Compounds As Immune Checkpoint Inhibitors,Compositions And Methods For Preparation
    参考文献:World Intellectual Property Organization]

    55304-73-9 = 95652-81-6
    反应条件:1.1 Solvents: Methanol; Rt -> 50 °C; 16 H,50 °C
    标题:Heterocyclic Compounds As Mutant Idh Inhibitors And Their Preparation
    参考文献:United States]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; 1 H,-78 °C1.2 1.5 H,-78 °C1.3 Reagents: Acetic Acid; 30 Min,-78 °C -> 20 °C1.4 Reagents: Sodium Bicarbonate Solvents: Water; Neutralized
    标题:Pyridinone Derivatives As Selective Cytotoxic Agents Against Hiv Infected Cells And Their Preparation
    参考文献:World Intellectual Property Organization]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Pentane,Tetrahydrofuran; 15 Min,-78 °C; 1 H,-78 °C1.2 Solvents: Dimethylformamide; 15 Min,-78 °C; 30 Min,-78 °C -> Rt1.3 Reagents: Citric Acid Solvents: Water
    标题:Synthesis Of Pd-1/pd-L1 Inhibitors For Treatment Of Cancer
    参考文献:World Intellectual Property Organization]

    69045-78-9 = 95652-81-6
    反应条件:1.1 Solvents: Tetrahydrofuran
    标题:Abnormal Nucleophilic Substitution Of 3-Trichloromethylpyridines By Methoxide
    作者:Dainter,Ronald S.; Suschitzky,Hans; Wakefield,Basil J.
    参考文献:Tetrahedron Letters 日期:1984 卷标:25(49) 页码:5693-6]

    1260812-74-5 + 1228898-61-0 = 95652-81-6 + 95652-80-5
    反应条件:1.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 0 °C; 30 Min,0 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water; 0 °C
    标题:Compounds For Treating Spinal Muscular Atrophy
    参考文献:World Intellectual Property Organization]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Pentane,Tetrahydrofuran; 1 H,-78 °C1.2 30 Min,-78 °C; 30 Min1.3 Reagents: Hydrochloric Acid Solvents: Water; Cooled
    标题:7-Azaindole Compounds For Modulating C-Fms And/or C-Kit Activity And Their Preparation,Pharmaceutical Compositions And Use In The Treatment Of Diseases
    参考文献:World Intellectual Property Organization]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Tetrahydrofuran; -78 °C; 2 H,-78 °C1.2 -78 °C; 3 H,-78 °C1.3 Reagents: Ammonium Chloride Solvents: Water
    标题:Discovery Of A Novel Series Of Pyridone-Based Ep3 Antagonists For The Treatment Of Type 2 Diabetes
    作者:Zhang,Xuqing; Zhu,Bin; Guo,Lili; Bakaj,Ivona; Rankin,Matthew; Et Al
    参考文献:Acs Medicinal Chemistry Letters 日期:2021 卷标:12(3) 页码:451-458]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Pentane,Tetrahydrofuran; 5 Min,-78 °C; 1 H,-78 °C1.2 1.5 H,-78 °C1.3 Reagents: Acetic Acid; 30 Min,-78 °C -> Rt
    标题:Preparation Of Thiophene,Pyridine And Piperidine Derivatives As Inhibitors Of The Pd-1/pd-L1 Protein-Protein Interaction For The Treatment Of Cancer,Viral And Bacterial Infections
    参考文献:World Intellectual Property Organization]

    55304-73-9 = 95652-81-6
    反应条件:1.1 Solvents: Methanol; Rt -> 55 °C; 3 H,55 °C
    标题:Preparation Of 7-Phenoxychroman Carboxylic Acid Derivatives For Treating And Preventing Immunological Diseases
    参考文献:World Intellectual Property Organization]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Heptane; 1 H,-78 °C1.2 30 Min,-78 °C; 30 Min,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Rt
    标题:Practical Total Syntheses Of Acromelic Acids A And B
    作者:Inai,Makoto; Ouchi,Hitoshi; Asahina,Aya; Asakawa,Tomohiro; Hamashima,Yoshitaka; Et Al
    参考文献:Chemical & Pharmaceutical Bulletin 日期:2016 卷标:64(7) 页码:723-732]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Tetrahydrofuran,Heptane; 1 H,-78 °C1.2 -78 °C; 30 Min,-78 °C; 30 Min,-78 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Rt
    标题:Practical Total Syntheses Of Acromelic Acids A And B
    作者:Ouchi,Hitoshi; Asahina,Aya; Asakawa,Tomohiro; Inai,Makoto; Hamashima,Yoshitaka; Et Al
    参考文献:Organic Letters 日期:2014 卷标:16(7) 页码:1980-1983]

    17228-64-7 = 95652-81-6
    反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Tetrahydrofuran; 1 H,-78 °C1.2 3 - 4 H,-78 °C1.3 Reagents: Acetic Acid; 1 H,Ph 6,-78 °C
    标题:Preparation Of Tricyclic Compounds As Mpges-1 Inhibitors
    参考文献:World Intellectual Property Organization]

    = 95652-81-6 [标题:Reaction Conditions
    标题:7-Azaindole Derivatives And Their Preparation,Pharmaceutical Compositions And Use For Modulating C-Kit And C-Fms Activity
    参考文献:World Intellectual Property Organization]

    = 95652-81-6 [标题:Reaction Conditions
    标题:Process For The Production Of Compounds Having 5- To 10-Membered Aromatic Heterocycles With Alkylmagnesium Monoamides
    参考文献:World Intellectual Property Organization]

    = 95652-81-6 [标题:Reaction Conditions
    标题:Nitrogenous Heterocyclic Derivative,Medicinal Composition Containing The Same,Medicinal Use Thereof,And Intermediate Therefor
    参考文献:World Intellectual Property Organization
📜2,6-二氯吡啶置于叔丁基锂,Sodium Methylate体系中,用 四氢呋喃,正庚烷 作为反应溶剂,化学反应 26.0H,反应生成 6-氯-2-甲氧基-吡啶-3-甲醛
参考文献:实用的丙烯酸酯a和b的总合成.
标题:实用的丙烯酸酯a和b的总合成.
摘要:实际的丙烯醛酸a(1)和b(2)的总合成是shirahama和matsumoto从有毒蘑菇中分离出的稀有天然产物,以13个步骤(总收率36%)和17个步骤(总收率6.9%)完成,分别来自2,6-二氯吡啶(8).从通过邻位锂化或溴化的对称体8的区域选择性转化开始,提供了硝基烯烃15和16.通过镍催化的α-酮酸酯的不对称共轭加成反应,将邻位立体中心在1和2的c-3,4位置上进行立体选择性构建.吡咯烷环的构建通过一系列步骤完成,该步骤包括以下步骤:硝基还原,与酮的分子内缩合和所得酮亚胺的还原.
DOI:10.1248/cpb.C16-00009

海关参考信息

专利信息


专利号:US-5212317-A
优先权日:1990-12-20
标 题:Methods and intermediates for the assymmetric synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a moiety of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, n and Y is H, F or Cl, n are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.

专利号:US-5258516-A
优先权日:1990-12-20
标题 :Optically pure D,E ring intermediates useful for the synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:NC STATE UNIVERSITY
摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a compound of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 ; tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, n and Y is H, F or Cl, n are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.

专利号:US-5254690-A
优先权日:1990-12-20
标 题 :Alkoxymethylpyridine d-ring intermediates useful for the synthesis of camptpthecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R 1 may be H, loweralkyl, loweralkoxy, or halo; R 2 , R 3 , R 4 , and R 5 may each independently be H, amino, hydroxy, loweralkyl, loweralkoxy, loweralkylthio, di(loweralkyl)amino, cyano, methylenedioxy, formyl, nitro, halo, trifluoromethyl, aminomethyl, azido, amido, hydrazino, or any of the twenty standard amino acids bonded to the A ring via the amino-nitrogen atom; Y is H and W and X are halogen. Also disclosed are novel processes for making starting materials for the scheme given above, and novel intermediates employed in these processes.

专利号:US-5264579-A
优先权日:1990-12-20
标 题 :D ring intermediates for the synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a compound of Formula ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, and Y is H, F or Cl, are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.

专利号:US-5315007-A
优先权日:1990-12-20
标 题:Process for making DE ring intermediates for the synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a compound of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, n and Y is H, F or Cl, n are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.

专利号:US-5321140-A
优先权日:1990-12-20
标 题 :Pyridinecarboxaldehyde D-ring intermediates useful for the synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R 1 may be H, loweralkyl, loweralkoxy, or halo; R 2 , R 3 , R 4 , and R 5 may each independently be H, amino, hydroxy, loweralkyl, loweralkoxy, loweralkylthio, di(loweralkyl)amino, cyano, methylenedioxy, formyl, nitro, halo, trifluoromethyl, aminomethyl, azido, amido, hydrazino, or any of the twenty standard amino acids bonded to the A ring via the amino-nitrogen atom; Y is H and W and X are halogen. Also disclosed are novel processes for making starting materials for the scheme given above, and novel intermediates employed in these processes.

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