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[ CAS No. 51933-81-4 ] {[proInfo.proName]}

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Chemical Structure| 51933-81-4
Chemical Structure| 51933-81-4
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Product Details of [ 51933-81-4 ]

CAS No. :51933-81-4 MDL No. :
Formula : C12H11NO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 185.22 Pubchem ID :-
Synonyms :

Safety of [ 51933-81-4 ]

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

Application In Synthesis of [ 51933-81-4 ]

* 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 [ 51933-81-4 ]

[ 51933-81-4 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 462-80-6 ]
  • [ 1003-68-5 ]
  • [ 51933-81-4 ]
  • [ 99934-29-9 ]
Reference： [1]Chemical and Pharmaceutical Bulletin,1985,vol. 33,p. 2313 - 2322
  • 2
  • [ 1003-68-5 ]
  • [ 118-92-3 ]
  • isopentenylnitrit [ No CAS ]
  • [ 51933-81-4 ]
  • C12H11NO [ No CAS ]
Reference： [1]Bulletin of the Chemical Society of Japan,1985,vol. 58,p. 1149 - 1155
  • 3
  • [ 1003-68-5 ]
  • [ 591-50-4 ]
  • [ 51933-81-4 ]
  • [ 53179-13-8 ]
YieldReaction ConditionsOperation in experiment
4%; 90% With potassium carbonate; In dimethyl sulfoxide; at 120℃; for 8h; General procedure: The coupling reaction was performed as follows: in a typical process, 5-methyl-2-(1H)-pyridone(1 mmol), aryl halide (1 mmol), base (2 mmol) and solvent (5 mL) were added to an oven-dried tube containing 5% (based on copper) MOF catalyst or copper salt. The mixture was stirred at desired temperature for 2 h. After being cooled to room temperature, the catalyst was filtrated and washed with ethyl acetate. The products were isolated by a series 1500 preparative high performance liquid chromatography system (SSI, Charlotte, NC, USA) equipped with a UV-VIS detector, using a Kromasil C18 column (50 x 250 mm) and gradient elution with a H2O (A)-acetonitrile (B) the mobile phase. The gradient program was 0 min, 10% B; 20 min, 35% B. The flow rate of mobile phase was 40 mL/min, and the detection wavelength was 220 nm. Fractions were collected and evaporated to afford the pure products.
Reference： [1]Molecules,2015,vol. 20,p. 21178 - 21192
  • 4
  • [ 108-86-1 ]
  • [ 1003-68-5 ]
  • [ 51933-81-4 ]
  • [ 53179-13-8 ]
YieldReaction ConditionsOperation in experiment
2%; 39% With potassium carbonate; In dimethyl sulfoxide; at 120℃; for 2h; General procedure: The coupling reaction was performed as follows: in a typical process, 5-methyl-2-(1H)-pyridone(1 mmol), aryl halide (1 mmol), base (2 mmol) and solvent (5 mL) were added to an oven-dried tube containing 5% (based on copper) MOF catalyst or copper salt. The mixture was stirred at desired temperature for 2 h. After being cooled to room temperature, the catalyst was filtrated and washed with ethyl acetate. The products were isolated by a series 1500 preparative high performance liquid chromatography system (SSI, Charlotte, NC, USA) equipped with a UV-VIS detector, using a Kromasil C18 column (50 x 250 mm) and gradient elution with a H2O (A)-acetonitrile (B) the mobile phase. The gradient program was 0 min, 10% B; 20 min, 35% B. The flow rate of mobile phase was 40 mL/min, and the detection wavelength was 220 nm. Fractions were collected and evaporated to afford the pure products.
Reference： [1]Molecules,2015,vol. 20,p. 21178 - 21192
  • 5
  • [ 51933-81-4 ]
  • [ 1809-10-5 ]
  • 5-methyl-2-(3-(pentan-3-yl)phenoxy)pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With [RhCl2(p-cymene)]2; potassium carbonate; (adamant-1-yl)-acetic acid In benzene at 120℃; for 24h; Sealed tube; Inert atmosphere;
46% With potassium carbonate In benzene at 120℃; for 24h; Inert atmosphere; 5 Example 5: In a 20 mL pressure-resistant reaction tube were placed 37 mg (0.2 mmol) of 5-methyl-2-phenoxypyridine,98 mg (0.6 mmol) 2-bromopentane, 55 mg (0.4 mmol) potassium carbonate,11 mg (0.06 mmol) of 1-adamantane acid, 1.5 mL of benzene, sealed under nitrogen, heated to 120° C ° C. to react,After stirring for 24 hours, the reaction mixture was separated by column chromatography to obtain 24 mg of the target product, 5-methyl-2- (2-pentylphenoxy) pyridine, in a yield of 46%.
Reference： [1]Li, Gang; Gao, Panpan; Lv, Xulu; Qu, Chen; Yan, Qingkai; Wang, Ya; Yang, Suling; Wang, Junjie [Organic Letters, 2017, vol. 19, # 10, p. 2682 - 2685]
[2]Current Patent Assignee: ANYANG NORMAL UNIVERSITY - CN107089940, 2017, A Location in patent: Paragraph 0011
  • 6
  • diphenyl(trifluoromethanesulfonato)-λ3-iodane [ No CAS ]
  • [ 1003-68-5 ]
  • [ 51933-81-4 ]
  • [ 53179-13-8 ]
YieldReaction ConditionsOperation in experiment
33%; 42% With caesium carbonate; In 1,2-dichloro-ethane; at 120℃; General procedure: A 25 mL Teflon-sealed flask was charged with the corresponding 2-pyridone 1 (0.5 mmol), diaryliodonium salt 2 (0.75 mmol, 1.5 equiv),and Cs2CO3 (0.75 mmol, 1.5 equiv) under an air atmosphere. DCE (5mL) was added to the flask. Then, the reaction vessel was sealed witha Teflon cap. The reaction mixture was stirred at 120 C until the2-pyridone 1 was consumed completely (monitored by TLC). At thistime, the solvent was removed in vacuo and the residue was purifiedby flash column chromatography (the crude residue was dry loadedon silica gel, 1:20 to 1:1, EtOAc/PE) to provide the desired products 3and 4 (Scheme 2, Tables 2, 3).1-Phenylpyridin-2(1H)-one (3aa)19Yield: 0.054 g (63%); orange solid; mp 94-95 C.1H NMR (500 MHz, CDCl3): delta = 7.50-7.47 (m, 2 H), 7.43-7.36 (m, 4 H),7.34 (d, J = 8.5 Hz, 1 H), 6.66 (d, J = 10.5 Hz, 1 H), 6.25 (t, J = 7.0 Hz, 1 H).13C NMR (125 MHz, CDCl3): delta = 162.3, 140.9, 139.8, 137.9, 129.2,128.4, 126.4, 121.8, 105.8.
Reference： [1]Synthesis,2018,vol. 50,p. 1699 - 1710
  • 7
  • [ 18368-58-6 ]
  • [ 51933-81-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sulfuric acid; sodium hypochlorite / 0.25 h / 0 °C 2: triethylamine / 0 °C 3: bis(dibenzylideneacetone)-palladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium phosphate / toluene / 16 h / 160 °C / Sealed tube; Inert atmosphere
Reference： [1]Chen, Xuemeng; Xiao, Xue; Sun, Haotian; Li, Yue; Cao, Haolin; Zhang, Xuemei; Yang, Shengyong; Lian, Zhong [Organic Letters, 2019, vol. 21, # 22, p. 8879 - 8883]

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