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Chemistry
Heterocyclic Building Blocks
Pyridines
2H-[1,2'-Bipyridin]-2-one
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyridines
Amides

[ CAS No. 3480-65-7 ]

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Chemical Structure| 3480-65-7
Chemical Structure| 3480-65-7
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Product Details of [ 3480-65-7 ]

CAS No. :3480-65-7 MDL No. :
Formula : C10H8N2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :172.18 Pubchem ID :-
Synonyms :

Safety of [ 3480-65-7 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 3480-65-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3480-65-7 ]

[ 3480-65-7 ] Synthesis Path-Downstream   1~36

  • 1
  • [ 372-48-5 ]
  • [ 3480-65-7 ]
YieldReaction ConditionsOperation in experiment
84% With water; caesium carbonate In dimethyl sulfoxide at 110℃; for 12h;
84% With water; caesium carbonate In dimethyl sulfoxide at 110℃; for 12h; 1.a-1.h d): In a 25mL reaction tube, add 2-fluoropyridine (20mg, 0.2mmo1), cesium carbonate (65mg, 0.2mmo1),Water (18mg, 1mmo1), under the condition of dimethyl sulfoxide (1mL), the reaction temperature is 110°C and the reaction is stirred for 12 hours.After the reaction was completed, the yield was 88% by gas chromatography-mass spectrometry. After the reaction in Example 1a)-h) was completed, ethyl acetate was added to quench the reaction, then saturated brine was added to wash, the organic phase was separated, and the aqueous phase was extracted three times with ethyl acetate to combine the organic phases.Anhydrous sodium sulfate was added for drying, the solvent was removed by distillation under reduced pressure, and then separated by column chromatography to obtain a wine-red liquid [29 mg separated by d) as an example, and the separation yield was 84%].
at 140℃; Behandeln des Reaktionsprodukts mit Wasser;
at 130 - 140℃; Behandeln des Reaktionsprodukts mit H2O;

Reference： [1]Liao, Chunshu; Li, Jianrong; Chen, Xiaoqiong; Lu, Jingjun; Liu, Qiang; Chen, Lu; Huang, Yubing; Li, Yibiao [Organic and Biomolecular Chemistry, 2020, vol. 18, # 6, p. 1185 - 1193]
[2]Current Patent Assignee: WUYI UNIVERSITY - CN111285799, 2020, A Location in patent: Paragraph 0021-0035
[3]Wibaut; Holmes-Kamminga [Bulletin de la Societe Chimique de France, 1958, p. 424,427] de Villiers; den Hertog [Recueil des Travaux Chimiques des Pays-Bas, 1956, vol. 75, p. 1303,1307]
[4]Wibaut; Holmes-Kamminga [Bulletin de la Societe Chimique de France, 1958, p. 424,427] de Villiers; den Hertog [Recueil des Travaux Chimiques des Pays-Bas, 1956, vol. 75, p. 1303,1307]
  • 2
  • [ 142-08-5 ]
  • [ 109-04-6 ]
  • [ 3480-65-7 ]
YieldReaction ConditionsOperation in experiment
95% With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 2h; Inert atmosphere; 2. 1. General procedure A for the synthesis of pyridinones General procedure: Following a reported procedure,1 copper iodide (5 mol %), potassium phosphate tribasic (2.00 equiv), the corresponding 2-hydroxypyridine (1.00 equiv) and the corresponding 2-bromopyridine (2.00 equiv) were suspended in toluene [0.4 M] under N2. N,N’-Dimethylethylenediamine (0.10 equiv) was added and the resulting mixture was stirred 20 h at 120 °C. The resulting mixture was allowed to cool to rt and then quenched with water. A small amount of N,N’-dimethylethylenediamine was added to dissolve the residual copper salts into the aqueous phase. The layers were separated and the aqueous layer was extracted three times with EtOAc (20 mL). The organic layers were combined, dried over MgSO4 and concentrated under reduced pressure. A purification by flash chromatography (eluent DCM/EtOAc 1:1 with 4%vv of NEt3) affordeded the desired product.
83% With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 6h;
77% With potassium acetate In xylene for 11h; Heating;
74% With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;
74% With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;
70% With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;
68% With copper(l) iodide; potassium carbonate; trans-N,N'-dimethylcyclohexane-1,2-diamine In toluene Heating;
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 150℃; for 12h; Inert atmosphere;
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 150℃; Inert atmosphere;
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Sealed tube; Inert atmosphere;

Reference： [1]Grenet, Erwann; Das, Ashis; Caramenti, Paola; Waser, Jérôme [Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 1208 - 1214]
[2]Sugahara, Masakatsu; Ukita, Tatsuzo [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 4, p. 719 - 721]
[3]Renger, Bernd [Synthesis, 1985, # 9, p. 856 - 860]
[4]Odani, Riko; Hirano, Koji; Satoh, Tetsuya; Miura, Masahiro [Angewandte Chemie - International Edition, 2014, vol. 53, # 40, p. 10784 - 10788][Angew. Chem., 2014, vol. 126, # 40, p. 10960 - 10964,5]
[5]Li, Ting; Wang, Zhiqiang; Xu, Kun; Liu, Wenmin; Zhang, Xu; Mao, Wutao; Guo, Yongming; Ge, Xiaolin; Pan, Fei [Organic Letters, 2016, vol. 18, # 5, p. 1064 - 1067]
[6]Peng, Panfeng; Wang, Jiang; Jiang, Hualiang; Liu, Hong [Organic Letters, 2016, vol. 18, # 20, p. 5376 - 5379]
[7]Wang, Po-Shih; Liang, Chih-Kai; Leung, Man-Kit [Tetrahedron, 2005, vol. 61, # 11, p. 2931 - 2939]
[8]Das, Debapratim; Biswas, Aniruddha; Karmakar, Ujjwal; Chand, Santanu; Samanta, Rajarshi [Journal of Organic Chemistry, 2016, vol. 81, # 3, p. 842 - 848] Das, Debapratim; Poddar, Puja; Maity, Saurabh; Samanta, Rajarshi [Journal of Organic Chemistry, 2017, vol. 82, # 7, p. 3612 - 3621] Biswas, Aniruddha; Giri, Dipanjan; Das, Debapratim; De, Anurima; Patra, Sanjib K.; Samanta, Rajarshi [Journal of Organic Chemistry, 2017, vol. 82, # 20, p. 10989 - 10996]
[9]Das, Debapratim; Samanta, Rajarshi [Advanced Synthesis and Catalysis, 2018, vol. 360, # 2, p. 379 - 384]
[10]Mohanty, Smruti Ranjan; Prusty, Namrata; Gupta, Lokesh; Biswal, Pragati; Ravikumar, Ponneri Chandrababu [Journal of Organic Chemistry, 2021, vol. 86, # 14, p. 9444 - 9454]
[11]Banjare, Shyam Kumar; Mohanty, Smruti Ranjan; Nanda, Tanmayee; Prusty, Namrata; Ravikumar, Ponneri C. [Organic Letters, 2022, vol. 24, # 3, p. 848 - 852]
  • 3
  • [ 3480-65-7 ]
  • [ 179057-14-8 ]
  • methyl 4-{2-(2-oxo-2H-[1,2'-bipyridin]-6-yl)oxazol-5-yl}benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% With copper diacetate; Trimethylacetic acid In o-xylene at 150℃; for 20h; Inert atmosphere; Schlenk technique;
Reference： [1]Odani, Riko; Hirano, Koji; Satoh, Tetsuya; Miura, Masahiro [Angewandte Chemie - International Edition, 2014, vol. 53, # 40, p. 10784 - 10788][Angew. Chem., 2014, vol. 126, # 40, p. 10960 - 10964,5]
  • 4
  • [ 3480-65-7 ]
  • [ 87150-13-8 ]
  • 4-{2-(2-oxo-2H-[1,2'-bipyridin]-6-yl)oxazol-5-yl}benzonitrile [ No CAS ]
Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 10784 - 10788
    Angew. Chem.,2014,vol. 126,p. 10960 - 10964,5
  • 5
  • [ 1014-23-9 ]
  • [ 3480-65-7 ]
  • 6-{5-(4-nitrophenyl)oxazol-2-yl}-2H-[1,2'-bipyridin]-2-one [ No CAS ]
Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 10784 - 10788
    Angew. Chem.,2014,vol. 126,p. 10960 - 10964,5
  • 6
  • [ 3480-65-7 ]
  • [ 28588-75-2 ]
  • C15H12N2O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With oxygen; copper diacetate; 2-Biphenylcarboxylic acid In toluene at 130℃; for 20h;
Reference： [1]Peng, Panfeng; Wang, Jiang; Li, Chunpu; Zhu, Wei; Jiang, Hualiang; Liu, Hong [RSC Advances, 2016, vol. 6, # 62, p. 57441 - 57445]
  • 7
  • [ 444343-55-9 ]
  • [ 3480-65-7 ]
  • 6-butyl-2H-[1,2'-bipyridin]-2-one [ No CAS ]
Reference： [1]Organic Letters,2016,vol. 18,p. 5376 - 5379
  • 8
  • [ 3480-65-7 ]
  • [ 1356481-57-6 ]
  • [ 2024572-59-4 ]
YieldReaction ConditionsOperation in experiment
89% With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(l) oxide In 1,2-dichloro-ethane at 40℃; for 24h; Inert atmosphere;
Reference： [1]Peng, Panfeng; Wang, Jiang; Jiang, Hualiang; Liu, Hong [Organic Letters, 2016, vol. 18, # 20, p. 5376 - 5379]
  • 9
  • [ 3480-65-7 ]
  • [ 1040745-70-7 ]
  • 6-cyclopentyl-2H-[1,2'-bipyridin]-2-one [ No CAS ]
Reference： [1]Organic Letters,2016,vol. 18,p. 5376 - 5379
  • 10
  • [ 3480-65-7 ]
  • [ 850623-36-8 ]
  • 4-(2-oxo-2H-[1,2'-bipyridin]-6-yl)benzonitrile [ No CAS ]
Reference： [1]Organic Letters,2016,vol. 18,p. 5376 - 5379
  • 11
  • [ 3480-65-7 ]
  • [ 374564-35-9 ]
  • 6-(4-bromophenyl)-2H-[1,2'-bipyridin]-2-one [ No CAS ]
Reference： [1]Organic Letters,2016,vol. 18,p. 5376 - 5379
  • 12
  • [ 1295-35-8 ]
  • [ 3480-65-7 ]
  • 6-(octahydropentalen-1-yl)-2H-[1,2′-bipyridin]-2-one [ No CAS ]
Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 5337 - 5344
  • 13
  • [ 3480-65-7 ]
  • [ 119757-51-6 ]
  • 1-(pyridin-2-yl)-5,6,7,8-tetrakis(4-(trifluoromethyl)phenyl)-quinolin-2(1H)-one [ No CAS ]
Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 10989 - 10996
  • 14
  • [ 3480-65-7 ]
  • [ 2789-88-0 ]
  • (E)-6-(1,2-di-p-tolylvinyl)-2H-[1,2'-bipyridin]-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With [RhCl2(p-cymene)]2; acetic acid; In N,N-dimethyl-formamide; at 125℃; for 18h;Inert atmosphere; Sealed tube; A method for realizing the alkenylation of the pyridone C6 position includes the following steps:(1) Under the protection of a nitrogen atmosphere, pyridyl 2-pyridone a and p-methyl diphenyl acetylene b are sequentially added to the sealed tube.[RuCl2(p-cymene)]2, acetic acid and DMF;(2) Place the sealed tube in step (1) in an oil bath and heat and stir for 18 hours until the pyridyl 2-pyridone a reaction is complete.A mixture was obtained and the mixture was cooled to room temperature;(3) The mixture obtained in step (2) is filtered and then the filtrate is concentrated;(4) The filtrate after concentration in step (3) is passed through column chromatography and mixed with dichloromethane and ethyl acetateAfter washing, collecting the post-column solution and removing the solvent by distillation under reduced pressure to obtain the target product c;The chemical reaction formula for achieving the alkenylation of the C6 position of the pyridone is:The amount of pyridylpyridinone a is 0.2 mmol, and the amount of p-methyldiphenylacetylene b is the amount of pyridinone a.3 times.[RuCl 2 (p-cymene)] 2, acetic acid, DMF as a catalyst system, added every 0.2 mmol pyridyl pyridone a5 mol% of [RuCl2(p-cymene)]2, the molar ratio of acetic acid to pyridyl pyridone a is 1 equivalent, and 1 equivalent is also1 equiv, that is, the molar ratio of acetic acid to pyridyl pyridone a is 1:1, and the amount of DMF is 2 mL.R1 is one of hydrogen, methyl, chlorine, fluorine, trifluoromethyl or benzyloxy; R2 is hydrogen, methyl, fluorine or trifluoromethyl.One of phenyl, p-tolyl or p-chlorophenyl.The oil bath heating temperature in step (2) is 125C.The concentration temperature in the concentration phase in step (3) is 60C.Column chromatography uses a 200-300 mesh silica gel column.The volume ratio of dichloromethane and ethyl acetate in step (4) is 1:1.The alkenylation target product c is: (E)-6-(1,2-di-p-tolylvinyl)-2H-[1,2'-bipyridin]-2-one, the yield was 76%;
Reference： [1]Chemistry - A European Journal,2021,vol. 27,p. 8811 - 8821
[2]Patent: CN107641098,2018,A .Location in patent: Paragraph 0039; 0040; 0041; 0042; 0043; 0044; 0045-0047
[3]Advanced Synthesis and Catalysis,2021,vol. 363,p. 2586 - 2593
  • 15
  • [ 3480-65-7 ]
  • [ 51012-64-7 ]
  • 11-(3-methylbenzoyl)imidazo[1,2-a:3,4-a']dipyridin-5-ium-4-olate [ No CAS ]
Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 10263 - 10270
  • 16
  • [ 3480-65-7 ]
  • [ 2632-14-6 ]
  • 11-(4-ethylbenzoyl)imidazo[1,2-a:3,4-a′]dipyridin-5-ium-4-olate [ No CAS ]
Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 10263 - 10270
  • 17
  • [ 3480-65-7 ]
  • [ 151169-68-5 ]
  • C18H15BN2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With di(rhodium)tetracarbonyl dichloride; di-<i>tert</i>-butyl dicarbonate In 1,4-dioxane at 130℃; for 6h;
Reference： [1]Zhao, Haoqiang; Xu, Xin; Luo, Zhenli; Cao, Lei; Li, Bohan; Li, Huanrong; Xu, Lijin; Fan, Qinghua; Walsh, Patrick J. [Chemical Science, 2019, vol. 10, # 43, p. 10089 - 10096]
  • 18
  • [ 3480-65-7 ]
  • [ 1200-07-3 ]
  • C18H13BrN2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With di(rhodium)tetracarbonyl dichloride; di-<i>tert</i>-butyl dicarbonate In 1,4-dioxane at 130℃; for 6h;
Reference： [1]Zhao, Haoqiang; Xu, Xin; Luo, Zhenli; Cao, Lei; Li, Bohan; Li, Huanrong; Xu, Lijin; Fan, Qinghua; Walsh, Patrick J. [Chemical Science, 2019, vol. 10, # 43, p. 10089 - 10096]
  • 19
  • [ 3480-65-7 ]
  • [ 3752-25-8 ]
  • C18H13ClN2O [ No CAS ]
Reference： [1]Chemical Science,2019,vol. 10,p. 10089 - 10096
  • 20
  • [ 3480-65-7 ]
  • [ 160434-49-1 ]
  • C18H12BrFN2O [ No CAS ]
Reference： [1]Chemical Science,2019,vol. 10,p. 10089 - 10096
  • 21
  • [ 3480-65-7 ]
  • [ 51557-26-7 ]
  • C22H16N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With di(rhodium)tetracarbonyl dichloride; di-<i>tert</i>-butyl dicarbonate In 1,4-dioxane at 130℃; for 6h;
Reference： [1]Zhao, Haoqiang; Xu, Xin; Luo, Zhenli; Cao, Lei; Li, Bohan; Li, Huanrong; Xu, Lijin; Fan, Qinghua; Walsh, Patrick J. [Chemical Science, 2019, vol. 10, # 43, p. 10089 - 10096]
  • 22
  • [ 3480-65-7 ]
  • [ 10321-71-8 ]
  • C15H16N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With di(rhodium)tetracarbonyl dichloride; di-<i>tert</i>-butyl dicarbonate In 1,4-dioxane at 130℃; for 6h;
Reference： [1]Zhao, Haoqiang; Xu, Xin; Luo, Zhenli; Cao, Lei; Li, Bohan; Li, Huanrong; Xu, Lijin; Fan, Qinghua; Walsh, Patrick J. [Chemical Science, 2019, vol. 10, # 43, p. 10089 - 10096]
  • 23
  • [ 3480-65-7 ]
  • [ 1552-94-9 ]
  • C20H16N2O [ No CAS ]
Reference： [1]Chemical Science,2019,vol. 10,p. 10089 - 10096
  • 24
  • [ 3480-65-7 ]
  • [ 21947-71-7 ]
  • C18H14N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With di(rhodium)tetracarbonyl dichloride In 1,4-dioxane at 130℃; for 6h;
Reference： [1]Zhao, Haoqiang; Xu, Xin; Luo, Zhenli; Cao, Lei; Li, Bohan; Li, Huanrong; Xu, Lijin; Fan, Qinghua; Walsh, Patrick J. [Chemical Science, 2019, vol. 10, # 43, p. 10089 - 10096]
  • 25
  • [ 3480-65-7 ]
  • [ 112-79-8 ]
  • (E)-6-(heptadec-8-en-1-yl)-2H-[1,2'-bipyridin]-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% With di(rhodium)tetracarbonyl dichloride; di-<i>tert</i>-butyl dicarbonate; Trimethylacetic acid In 1,4-dioxane at 130℃; for 8h; Schlenk technique; Sealed tube; regioselective reaction;
Reference： [1]Fan, Qinghua; Li, Bohan; Li, Huanrong; Walsh, Patrick J.; Xu, Lijin; Xu, Xin; Xu, Xingyu; Yu, Haiyang; Zhao, Haoqiang [Organic Letters, 2020, vol. 22, # 11, p. 4228 - 4234]
  • 26
  • [ 3480-65-7 ]
  • [ 2834-05-1 ]
  • 6-(10-bromodecyl)-2H-[1,2'-bipyridin]-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With di(rhodium)tetracarbonyl dichloride; di-<i>tert</i>-butyl dicarbonate; Trimethylacetic acid In 1,4-dioxane at 130℃; for 8h; Schlenk technique; Sealed tube; regioselective reaction;
Reference： [1]Fan, Qinghua; Li, Bohan; Li, Huanrong; Walsh, Patrick J.; Xu, Lijin; Xu, Xin; Xu, Xingyu; Yu, Haiyang; Zhao, Haoqiang [Organic Letters, 2020, vol. 22, # 11, p. 4228 - 4234]
  • 27
  • [ 3480-65-7 ]
  • [ 2735-14-0 ]
  • (E)-6-(1,2-bis(4-nitrophenyl)vinyl)-2H-[1,2'-bipyridin]-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; acetic acid In ethanol at 130℃; for 12h; Sealed tube; regioselective reaction;
Reference： [1]Xu, Xin; Luo, Chenguang; Zhao, Haoqiang; Pan, Yixiao; Zhang, Xin; Li, Jiajie; Xu, Lijin; Lei, Ming; Walsh, Patrick J. [Chemistry - A European Journal, 2021, vol. 27, # 34, p. 8811 - 8821]
  • 28
  • [ 3480-65-7 ]
  • [ 2735-14-0 ]
  • (Z)-6-(1,2-bis(4-nitrophenyl)-2-(pyridin-2-yl)vinyl)pyridin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; trifluoroacetic acid In 1,2-dichloro-ethane at 130℃; for 12h; Sealed tube; regioselective reaction;
Reference： [1]Xu, Xin; Luo, Chenguang; Zhao, Haoqiang; Pan, Yixiao; Zhang, Xin; Li, Jiajie; Xu, Lijin; Lei, Ming; Walsh, Patrick J. [Chemistry - A European Journal, 2021, vol. 27, # 34, p. 8811 - 8821]
  • 29
  • [ 3480-65-7 ]
  • [ 5216-36-4 ]
  • (E)-4,4'-(1-(2-oxo-2H-[1,2'-bipyridin]-6-yl)ethene-1,2-diyl)dibenzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; acetic acid In ethanol at 130℃; for 12h; Sealed tube; regioselective reaction;
Reference： [1]Xu, Xin; Luo, Chenguang; Zhao, Haoqiang; Pan, Yixiao; Zhang, Xin; Li, Jiajie; Xu, Lijin; Lei, Ming; Walsh, Patrick J. [Chemistry - A European Journal, 2021, vol. 27, # 34, p. 8811 - 8821]
  • 30
  • [ 3480-65-7 ]
  • [ 5216-36-4 ]
  • 4,4'-(10-oxo-10H-pyrido[1,2-a][1,8]naphthyridine-5,6-diyl)dibenzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; Trimethylacetic acid In 1,2-dichloro-ethane at 130℃; for 24h; Sealed tube;
Reference： [1]Xu, Xin; Luo, Chenguang; Zhao, Haoqiang; Pan, Yixiao; Zhang, Xin; Li, Jiajie; Xu, Lijin; Lei, Ming; Walsh, Patrick J. [Chemistry - A European Journal, 2021, vol. 27, # 34, p. 8811 - 8821]
  • 31
  • [ 3480-65-7 ]
  • [ 119757-51-6 ]
  • (Z)-6-(2-(pyridin-2-yl)-1,2-bis(4-(trifluoromethyl)phenyl)vinyl)pyridin-2(1H)-one [ No CAS ]
Reference： [1]Chemistry - A European Journal,2021,vol. 27,p. 8811 - 8821
  • 32
  • [ 3480-65-7 ]
  • [ 119757-51-6 ]
  • 5,6-bis(4-(trifluoromethyl)phenyl)-10H-pyrido[1,2-a][1,8]naphthyridin-10-one [ No CAS ]
Reference： [1]Chemistry - A European Journal,2021,vol. 27,p. 8811 - 8821
  • 33
  • [ 96-43-5 ]
  • [ 3480-65-7 ]
  • 6-(5-chlorothiophen-2-yl)-2H-[1,2'-bipyridin]-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With silver hexafluoroantimonate; Cp*Rh(OAc)2·H2O; silver(l) oxide; Trimethylacetic acid In tetrahydrofuran at 80℃; for 12h; Schlenk technique; Sealed tube;
72% With silver hexafluoroantimonate; Cp*Rh(OAc)2; silver(l) oxide; Trimethylacetic acid In tetrahydrofuran at 80℃; for 10h; Schlenk technique; Sealed tube; 8 Example 8 Under air conditions, N-(2-pyridyl)-2-pyridone 1a (0.2mmol), 2-chlorothiophene 2b (0.4mmol), Cp*Rh(OAc)2 (5mol%), AgSbF6 (25mol) %), Ag2O (0.3mmol), pivalic acid (0.5mmol), and THF (3mL) were added to the Schlenk reaction tube and sealed. It was heated to 80°C, and the reaction time was 10 hours. After the reaction, the solvent was removed under reduced pressure, and the target product 3ab was obtained by column chromatography with a yield of 72%.
Reference： [1]Huang, Gao; Shan, Yujia; Yu, Jin-Tao; Pan, Changduo [Chemistry - A European Journal, 2021, vol. 27, # 48, p. 12294 - 12299]
[2]Current Patent Assignee: CHANGZHOU UNIVERSITY - CN113173921, 2021, A Location in patent: Paragraph 0022-0023; 0039-0040
  • 34
  • [ 5380-42-7 ]
  • [ 3480-65-7 ]
  • methyl 5-(2-oxo-2H-[1,2'-bipyridin]-6-yl)thiophene-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% With silver hexafluoroantimonate; Cp*Rh(OAc)2·H2O; silver(l) oxide; Trimethylacetic acid In tetrahydrofuran at 80℃; for 12h; Schlenk technique; Sealed tube;
45% With silver hexafluoroantimonate; Cp*Rh(OAc)2; acetic acid; silver(l) oxide In tetrahydrofuran at 70℃; for 12h; Schlenk technique; Sealed tube; 15 Example 15 Under air conditions, N-(2-pyridyl)-2-pyridone 1a (0.2mmol), methyl 2-thiophenecarboxylate 2i (0.6mmol), Cp*Rh(OAc)2 (5mol%), AgSbF6 (25mol%), Ag2O (0.3mmol), glacial acetic acid (0.5mmol), THF (3mL) were added to the Schlenk reaction tube and sealed. The reaction time is 12 hours after heating to 70°C. After the reaction, the solvent was removed under reduced pressure, and the target product 3ai was obtained by column chromatography with a yield of 45%.
Reference： [1]Huang, Gao; Shan, Yujia; Yu, Jin-Tao; Pan, Changduo [Chemistry - A European Journal, 2021, vol. 27, # 48, p. 12294 - 12299]
[2]Current Patent Assignee: CHANGZHOU UNIVERSITY - CN113173921, 2021, A Location in patent: Paragraph 0022-0023; 0053-0054
  • 35
  • [ 825-55-8 ]
  • [ 3480-65-7 ]
  • 6-(5-phenylthiophen-2-yl)-2H-[1,2'-bipyridin]-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With silver hexafluoroantimonate; Cp*Rh(OAc)2·H2O; silver(l) oxide; Trimethylacetic acid In tetrahydrofuran at 80℃; for 12h; Schlenk technique; Sealed tube;
68% With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid; silver(l) oxide In tetrahydrofuran at 50℃; for 10h; Schlenk technique; Sealed tube; 16 Example 16 Under air conditions, N-(2-pyridyl)-2-pyridone 1a (0.2mmol), 2-phenylthiophene 2j (0.6mmol), [Cp*RhCl2]2 (5mol%), AgSbF6 (25mol) %), Ag2O (0.2mmol), glacial acetic acid (0.4mmol), and THF (3mL) were added to the Schlenk reaction tube and sealed. It was heated to 50°C, and the reaction time was 10 hours. After the reaction, the solvent was removed under reduced pressure, and the target product 3aj was obtained by column chromatography with a yield of 68%.
Reference： [1]Huang, Gao; Shan, Yujia; Yu, Jin-Tao; Pan, Changduo [Chemistry - A European Journal, 2021, vol. 27, # 48, p. 12294 - 12299]
[2]Current Patent Assignee: CHANGZHOU UNIVERSITY - CN113173921, 2021, A Location in patent: Paragraph 0022-0023; 0055-0056
  • 36
  • [ 3480-65-7 ]
  • [ 21746-40-7 ]
  • 3-(2-oxo-2H-[1,2'-bipyridin]-6-yl)-1-propylpyrrolidine-2,5-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With bromopentacarbonylmanganese(I); N-cyclohexyl-cyclohexanamine In acetone at 120℃; for 12h; Sealed tube; Inert atmosphere;
Reference： [1]Banjare, Shyam Kumar; Mohanty, Smruti Ranjan; Nanda, Tanmayee; Prusty, Namrata; Ravikumar, Ponneri C. [Organic Letters, 2022, vol. 24, # 3, p. 848 - 852]

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