CAS: 101-82-6; 2-Benzylpyridine

该化合物是一种有机化合物,其特点是在第二个位置上有一个以苯甲基组替代的环,其分子式为C12H11N,其特征是芳香结构中的氮原子,有助于其基本性和潜在反应性.该化合物一般是一种无色的黄色液体,具有独特的芳香气味.该化合物在水中可中溶,但在乙醇和乙醇等有机溶剂中可溶性更大. 基和苯基组的存在可以产生各种化学反应,包括电荷替代和核细胞攻击.由于其结构特征,2-(苯基甲基)经常用于有机合成,并可作为生产药品和农用化学品的一种中间体.安全数据表明,应谨慎处理,因为接触时可能会对健康造成危害.

结构式图片

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CAS号109-04-6 2-溴吡啶 | CAS号73085-90-2 (C6H5CH2)Ti(O-i-Pr)3 | CAS号108-90-7 氯苯 | CAS号591-50-4 碘苯 | CAS号1201003-29-3 6-phenylhex-5-y... | CAS号108-86-1 溴苯 | CAS号91-02-1 2-苯甲酰基吡啶 | CAS号109-09-1 2-氯吡啶 | CAS号6921-34-2 苄基氯化镁 | CAS号107534-98-5 2-benzyl-1-meth... | CAS号1094-77-5 Pyridinium,1-(2... | CAS号58498-12-7 4-(2-吡啶甲基)苯胺 | CAS号32838-55-4 2-苄基哌啶 | CAS号3678-70-4 二苯基-2-吡啶基甲烷 | CAS号21966-05-2 1,2-dibenzylpyr... | CAS号999-97-3 六甲基二硅氮烷 | CAS号98-98-6 2-吡啶甲酸 | CAS号14925-09-8 N-甲基联苯-2-胺

合成工艺路线路线简述

    苯基吡啶-2-乙腈置于硫酸体系中,化学反应生成2-苄基吡啶
    参考文献:吡哌啶酮-哌啶子基-芳基乙腈和四氢呋喃酮(第i A部分)
    标题:吡哌啶酮-哌啶子基-芳基乙腈和四氢呋喃酮(第i A部分)
    摘要:
    Doi:10.1002/hlca.194402701222

    专利信息


    专利号:US-5760237-A
    优先权日:1995-08-25
    标 题 :Synthesis of l-azatyrosine using pseudoephedrine as a chiral auxiliary
    发明人:MYERS ANDREW G
    权利人:CALIFORNIA INST OF TECHN
    摘要:A practical synthesis of the potential chemotherapeutic agent L-azatyrosine is described. The key step involved the alkylation of (R,R)-(-)-pseudoephedrine glycinamide with 5-benzenesulfonyloxy-2-iodomethylpyridine and proceeded in 70-95% yield and 89-95% de. Simultaneous hydrolysis of the auxiliary and the benzenesulfonate protecting group afforded L-azatyrosine of ≧99% ee in 73% yield on multigram scale (recovery yield of (R,R)-(-)-pseudoephedrine: 90%).

    专利号:US-8735586-B2
    优先权日:2007-06-26
    标 题 :Regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles
    发明人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARÉ MARC; URMANN MATTHIAS; HALLAND NIS; RKYEK OMAR
    权利人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARÉ MARC; URMANN MATTHIAS; HALLAND NIS; RKYEK OMAR; SANOFI SA
    摘要:The present invention relates to a process for the regioselective synthesis of compounds of the formula I, n nwherein R0; R1; R2; R3; R4; R5; A1; A2; A3; A4, Q and J have the meanings indicated in the claims. The present invention provides a direct copper catalyzed regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides.

    专利号:US-7767826-B2
    优先权日:2007-10-05
    标题 :Process for the synthesis of L-(+)-ergothioneine
    发明人:TRAMPOTA MIROSLAV
    权利人:PHARMATECH INTERNATIONAL INC
    摘要:This invention relates to a novel process for the preparation of optically pure L-(+)-ergothioneine. The process for the chemical synthesis of L-ergothioneine comprises steps which consist of reacting L-histidine alkyl ester with an acid halide, chloroformate or pyrocarbonate in the presence of a base, hydrolysis of the alkyl-(S,Z)-2,4,5-triamidopent-4-enoate to obtain a (S)-alkyl 2,5-diamido-4-oxopentanoate, acid catalyzed hydrolysis of the (S)-alkyl 2,5-diamido-4-oxopentanoate followed by reaction with a metal thiocyanate to obtain the thiohistidine, protection of the sulfur of thiohistidine as the tert-butyl thioether, dialkylation of the primary amine to obtain a tertiary amine, quaternization of the tertiary amine, and removal of the protecting group to obtain the desired (S)-3-(2-mercapto-1H-imidazol-5-yl)-2-(trialkylammonio)propanoate (I). This process affords a better yield and is capable of practical application at large scale.

    专利号:US-5002641-A
    优先权日:1990-06-28
    标题:Electrochemical synthesis of niacin and other N-heterocyclic compounds
    发明人:TOOMEY JR JOSEPH E
    权利人:REILLY IND INC
    摘要:An electrochemical oxidation of a pi-deficient N-heterocyclic precursor compound having an oxidizable organic group attached by a carbon-to-carbon linkage. This precursor compound is at least sparingly water soluble. The preferred electro-oxidation is conducted at an effective anode and in a medium which consists essentially of water, carboxylic acid, and the precursor compound. Preferred are electro-oxidations of substituted pyridine and quinoline bases and a particularly preferred aspect provides a convenient electrochemical synthesis of niacin from 3-methylpyridine.

    专利号:EP-2173747-B1
    优先权日:2007-06-26
    标 题:A regioselective metal catalyzed synthesis of annelated benzimidazoles and azabenzimidazoles
    发明人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARE MARC; R KYEN OMAR; URMANN MATHIAS; HALLAND NIS
    权利人:SANOFI SA
    摘要:The present invention relates to a process for the regioselective synthesis of compounds of the formula I, wherein R1; R2; R3; R4; J1; J2; J3; J4 and G have the meanings indicated in the claims. The present invention provides a direct metal, e.g. palladium or copper, catalyzed, regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides.

    专利号:EP-0255715-B1
    优先权日:1986-08-07
    标题 :Process for the synthesis of heterocycles from palladocyclic complexes
    摘要:Heterocylic rings are synthesised from palladocyclic complexes by reaction with alkynes, characterised in that the palladocyclic complexes are employed in the form of iodo or cationic complexes. The process applies in particular to the synthesis of nitrogenous heterocyclic rings.
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    主要参考文献


    1: Hu Q, Kondoh A, Terada M. Enantioselective direct Mannich-type reactions of 2-benzylpyridine N-oxides catalyzed by chiral bis(guanidino)iminophosphorane organosuperbase. Chem Sci. 2018 Apr 20;9(18):4348-4351. doi: 10.1039/c8sc00808f. eCollection 2018 May 14.
    2: Pintus A, Aragoni MC, Cinellu MA, Maiore L, Isaia F, Lippolis V, Orrù G, Tuveri E, Zucca A, Arca M. [Au(py(b)-H)(mnt)]: A novel gold(III) 1,2-dithiolene cyclometalated complex with antimicrobial activity (py(b)-H=C-deprotonated 2-benzylpyridine; mnt=1,2-dicyanoethene-1,2-dithiolate). J Inorg Biochem. 2017 May;170:188-194. doi: 10.1016/j.jinorgbio.2017.02.015. Epub 2017 Feb 22. doi: 10.1039/c5dt01023c. Epub 2015 Jun 10. doi: 10.1021/ol503238a. Epub 2015 Jan 21. doi: 10.1016/j.saa.2014.08.099. Epub 2014 Sep 16. doi: 10.1021/ol500655k. Epub 2014 Mar 19. Epub 2007 Jun 9. Epub 2007 Mar 22.
    10: Carson EC, Lippard SJ. Oxidation of sulfide, phosphine, and benzyl substrates tethered to N-donor pyridine ligands in carboxylate-bridged diiron(II) complexes. J Am Chem Soc. 2004 Mar 24;126(11):3412-3. Toxicol Appl Pharmacol. 1991 Oct;111(1):24-32.

    合成参考文献


    摘要:Harris, P. A., Science of Synthesis Knowledge Updates, (2021) 3, 69.
    摘要:Spitzner, D., Science of Synthesis Knowledge Updates, (2016) 1, 249.
    摘要:Undheim, K., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 1, 754.
    摘要:Nakao, Y., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 1, 335.
    摘要:Ros, A.; Fernández, R.; Lassaletta, J. M., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 2, 428.
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