SYNTHESIS OF 2-METHYL-1-[(5-METHYLFURAN-2-YL)-METHYL]-AND 2-METHYL-1-[(5-METHYLPYRROL-2-YL)-METHYL]-1H-BENZIMIDAZOLES

T. A. Stroganova; V. M. Redkin; G. A. Kovalenko; V. K. Vasilin; G. D. Krapivin

首页> 外文期刊>Chemistry of heterocyclic compounds >SYNTHESIS OF 2-METHYL-1-[(5-METHYLFURAN-2-YL)-METHYL]-AND 2-METHYL-1-[(5-METHYLPYRROL-2-YL)-METHYL]-1H-BENZIMIDAZOLES

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SYNTHESIS OF 2-METHYL-1-[(5-METHYLFURAN-2-YL)-METHYL]-AND 2-METHYL-1-[(5-METHYLPYRROL-2-YL)-METHYL]-1H-BENZIMIDAZOLES

机译：2-甲基-1-[[（5-甲基呋喃-2-基）-甲基]-和2-甲基-1-[（5-甲基吡咯-2-基）-甲基] -1H-苯并咪唑的合成

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A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H-benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening of the furan ring leading to the formation of a diketone fragment, which was then used for the formation of N-substituted pyrrole ring by the Paal-Knorr method. The effect of the nature of the amine on the cyclization was demonstrated.

机译：基于邻位N-[（5-甲基呋喃-2-基）甲基]氨基苯胺分子内环化的2-甲基-1-[（（5-甲基呋喃-2-基）甲基] -1H-苯并咪唑类化合物的合成方法已经被开发出来。对呋喃环的蛋白水解开环导致二酮片段的形成进行了研究，然后通过Paal-Knorr方法将其用于N-取代的吡咯环的形成。证明了胺的性质对环化的影响。

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来源
《Chemistry of heterocyclic compounds》 |2013年第9期|共10页
作者
T. A. Stroganova; V. M. Redkin; G. A. Kovalenko; V. K. Vasilin; G. D. Krapivin;
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正文语种 eng
中图分类杂环化合物;
关键词
1; 2-disubstituted benzimidazoles; furan; N-substituted pyrroles; cyclization; ring opening;

机译：1;2-二取代苯并咪唑;呋喃;N-取代吡咯;环化;开环;

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1. SYNTHESIS OF 2-METHYL-1-[(5-METHYLFURAN-2-YL)-METHYL]-AND 2-METHYL-1-[(5-METHYLPYRROL-2-YL)-METHYL]-1H-BENZIMIDAZOLES [J] . T. A. Stroganova, V. M. Redkin, G. A. Kovalenko, Chemistry of heterocyclic compounds . 2013,第9期

机译：2-甲基-1-[[（5-甲基呋喃-2-基）-甲基]-和2-甲基-1-[（5-甲基吡咯-2-基）-甲基] -1H-苯并咪唑的合成
2. Identification of (R)-N-((4-Methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methyl-1-(1-(1-(2,2,2-trifluoroethyl)piperidin-4-yl)ethyl)-1H-indole-3-carboxamide (CPI-1205), a Potent and Selective Inhibitor of Histone Methyltransferase EZH2, Suitable for Phase I Clinical Trials for B-Cell Lymphomas [J] . Vaswani Rishi G., Gehling Victor S., Dakin Les A., Journal of Medicinal Chemistry . 2016,第21期

机译：（R）-N-（（4-甲氧基-6-甲基-2-氧代-1,2，-二氢吡啶基-3-基）甲基）-2-甲基-1-（1-（1-（2， 2,2-三氟乙基）哌啶-4-基）乙基）-1H-吲哚-3-羧酰胺（CPI-1205）是组蛋白甲基转移酶EZH2的强效和选择性抑制剂，适用于B细胞淋巴瘤的I期临床试验
3. Crystal structure of poly[(mu(2)-2-methyl-1-(4-(2-methyl-2H-benzo[d] imidazol-1(7aH)-yl)butyl)-1H-benzo[d]imidazole-kappa N-2:N ')bis(mu(3)-5-tert-butylbenzene-1,3-dicarboxylato-kappa O-4:O,O ':O",O '")dicadmium(II)] tetrahydrate, C44H54Cd2N4O12 [J] . Li Shi-Hui, Zhang Li Zeitschrift fur Kristallographie. New crystal structures . 2016,第3期

机译：聚[（mu（2）-2-甲基-1-（4-（2-甲基-2H-苯并[d]咪唑-1（7aH）-基）丁基] -1H-苯并[d]咪唑的晶体结构-k N-2：N'）双（mu（3）-5-叔丁基苯-1,3-二羧基羧基-O-4：O，O'：O“，O'”）二镉（II）]四水合物，C44H54Cd2N4O12
4. Synthesis of 2-ethoxy-l-((3-methyl-2-buten-l-yl)oxy-4-((3-methyl-2-buten-l-yl)oxymethyl))benzene [C] . Eris Agustin Wardani, Arif Fadlan, Mardi Santoso International Seminar on Chemistry . 2018

机译：合成2-乙氧基-1 - （（3-甲基-2-丁烯-1-基）氧-4-（（3-甲基-2-丁香-1-基）羟甲基））苯
5. Part I Shorter and Improved Access to the Key Tetracyclic Core of C-19 Methyl Substituted Bioactive Sarpagine-Macroline-Ajmaline Indole Alkaloids via a New Ambidextrous Asymmetric Pictet-Spengler Reaction Beginning from Either D-(+)- or L-(-)-Tryptophan Part II the Total Synthesis of a Number of Bioactive C-19 Methyl Substituted Macroline-Sarpagine Indole Alkaloids Including Macrocarpines A-g, Talcarpine, N(4)-Methyl- N(4),21-Secotalpinine, Deoxyperaksine, Dihydroperaksine, Talpinine, O-Acetyltalpinine, as Well as N(4)-Methyltalpinine [D] . Rahman, Md Toufiqur 2018

机译：第一部分通过D-（+）-或L-（-）-开始的新的两性不对称Pictet-Spengler反应，更短和更好地利用C-19甲基取代的生物活性Sarpagine-Macroline-Ajmaline吲哚生物碱的关键四环核。色氨酸第二部分，包括大果胶Ag，塔卡品平，N（4）-甲基-N（4），21-四氢松油碱，脱氧peraksines，dihydroperaksine，Talpinine，O -乙酰基talpinine以及N（4）-甲基talpinine
6. Identificationof (R)-N-((4-Methoxy-6-methyl-2-oxo-12-dihydropyridin-3-yl)methyl)-2-methyl-1-(1-(1-(222-trifluoroethyl)piperidin-4-yl)ethyl)-1H-indole-3-carboxamide (CPI-1205) a Potent and SelectiveInhibitor of Histone Methyltransferase EZH2 Suitable for Phase IClinical Trials for B-Cell Lymphomas [O] . Rishi G. Vaswani, *, δ, -1

机译：身份证明（R）-N-（（（4-Methoxy-6-methyl-2-oxo-12-dihydropyridin-3-yl）methyl）-2-甲基-1-（1-（1-（22 2-三氟乙基）哌啶-4-基）乙基）-1H-吲哚-3-羧酰胺（CPI-1205）有选择性组蛋白甲基转移酶EZH2的抑制剂适用于I期B细胞淋巴瘤的临床试验
7. Identification of (R)N((4-Methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methyl-1-(1-(1-(2,2,2-trifluoroethyl)piperidin-4-yl)ethyl)1Hindole-3-carboxamide (CPI-1205), a Potent and Selective Inhibitor of Histone Methyltransferase EZH2, Suitable for Phase I Clinical Trials for BCell Lymphomas [O] . -1

机译：鉴定（r）n（（4-甲氧基-6-甲基-2-氧代-1,2-二氢吡啶-3-基-3-基）甲基）-2-甲基-1-（1-（1-（2,2， 2-三氟乙基）哌啶-4-基）乙基）1HINDOLE-3-甲酰胺（CPI-1205），效率和选择性抑制剂的组蛋白甲基转移酶EZH2，适用于BCell淋巴瘤的I相临床试验

SYNTHESIS OF 2-METHYL-1-[(5-METHYLFURAN-2-YL)-METHYL]-AND 2-METHYL-1-[(5-METHYLPYRROL-2-YL)-METHYL]-1H-BENZIMIDAZOLES

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