Cas no 88965-00-8 (6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine)

6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine structure
88965-00-8 structure
Product Name:6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine
CAS No:88965-00-8
MF:C15H14N2
MW:222.285063266754
MDL:MFCD00444739
CID:61219
PubChem ID:667720
Update Time:2024-10-26

6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine Chemical and Physical Properties

Names and Identifiers

    • 6-Methyl-2-(p-tolyl)imidazo[1,2-a]pyridine
    • 2297527
    • 6-Methyl-2-(4-methylphenyl)-imidazo[1,2-a]pyridine
    • 6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
    • 6-methyl-2-(4-methylphenyl)imidazo[1,2-alpha]pyridine
    • 6-METHYL-2-P-TOLY-IIDAZOLE(1,2)PYRIDINE
    • C15H14N2
    • 6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridine
    • 2-(4-Methylphenyl)-6-methylimidazo[1,2-a]pyridine
    • 6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine (ACI)
    • 6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine
    • BAS 03308107
    • AWEWSJJCANQFRB-UHFFFAOYSA-N
    • SY109614
    • 2-(4-methylphenyl)-6-methylimidazo[1,2-a]-pyridine
    • F0916-3171
    • 6-methyl-2-p-tolylimidazo[1,2-a]pyridine
    • Z55863282
    • 6-Methyl-2-(4-methylphenyl)-imidazo[1,2-a]-pyridine
    • CS-0172131
    • AC-6594
    • HMS2715J04
    • AKOS000527449
    • DS-18359
    • 6-Methyl-2-(4-methylphenyl)imidazo [1,2-alpha]pyridine
    • Imidazo[1,2-a]pyridine, 6-methyl-2-(4-methylphenyl)-; 2-(4-Methylphenyl)-6-methylimidazo[1,2-a]pyridine
    • SMR000288756
    • CCG-239353
    • 6-methyl-2-(4-methylphenyl)-4-hydroimidazo[1,2-a]pyridine
    • CHEMBL1440422
    • MLS000707291
    • SCHEMBL396368
    • BDBM50609283
    • DTXSID00349880
    • BRD-K71668435-001-10-7
    • STK702061
    • MFCD00444739
    • 88965-00-8
    • AB05980
    • MDL: MFCD00444739
    • Inchi: 1S/C15H14N2/c1-11-3-6-13(7-4-11)14-10-17-9-12(2)5-8-15(17)16-14/h3-10H,1-2H3
    • InChI Key: AWEWSJJCANQFRB-UHFFFAOYSA-N
    • SMILES: N1=C2N(C=C(C)C=C2)C=C1C1C=CC(C)=CC=1

Computed Properties

  • Exact Mass: 222.11600
  • Monoisotopic Mass: 222.116
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 258
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 17.3A^2
  • XLogP3: 4.2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.09
  • Refractive Index: 1.615
  • PSA: 17.30000
  • LogP: 3.61810

6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine Security Information

6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Bromine Catalysts: Aluminum chloride Solvents: Methanol ;  0 - 5 °C; 30 min, 0 - 5 °C
1.2 Reagents: Sodium carbonate Solvents: Water ;  25 - 35 °C
Reference
Microwave-assisted synthesis of Imidazo[1,2-a]pyridine derivatives and their anti-inflammatory activity
Budumuru, Pushpalatha; Golagani, Srinivasarao; Pushpanjali, B., International Journal of Pharmaceutical Sciences and Research, 2019, 10(3), 1172-1179

Production Method 2

Reaction Conditions
1.1 Reagents: Bromine Catalysts: Aluminum chloride Solvents: Methanol ;  0 - 5 °C; 30 min, 0 - 5 °C
1.2 Reagents: Sodium carbonate ,  Water ;  25 - 35 °C
Reference
A simple, efficient and scalable synthesis of hypnotic agent, zolpidem
Sumalatha, Yasareni; Reddy, Tamma Ranga; Reddy, Padi Pratap; Satyanarayana, Bollikonda, ARKIVOC (Gainesville, 2008, (2), 315-320

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Ethanol ;  6 h, rt
Reference
Iodide-Catalyzed Phosphorothiolation of Heteroarenes Using P(O)H Compounds and Elemental Sulfur
Shi, Shanshan; Chen, Jun; Zhuo, Shaohua; Wu, Zi'ang; Fang, Meijuan; et al, Advanced Synthesis & Catalysis, 2019, 361(13), 3210-3216

Production Method 4

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: Sodium dodecyl sulfate ,  Iodine Solvents: Water ;  12 h, 40 °C
Reference
Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between Micellar Catalysis and an "On-Water" Platform
Bhutia, Zigmee T.; Panjikar, Padmini C.; Iyer, Shruti; Chatterjee, Amrita ; Banerjee, Mainak, ACS Omega, 2020, 5(22), 13333-13343

Production Method 5

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: Cuprous iodide ,  Indium triflate Solvents: N-Methyl-2-pyrrolidone ;  30 h, 1 atm, 100 °C
Reference
CuI-Catalyzed Aerobic Oxidative α-Amination Cyclization of Ketones to Access Aryl or Alkenyl-Substituted Imidazoheterocycles
Zhang, Yuanfei; Chen, Zhengkai; Wu, Wenliang; Zhang, Yuhong; Su, Weiping, Journal of Organic Chemistry, 2013, 78(24), 12494-12504

Production Method 6

Reaction Conditions
1.1 Reagents: Potassium iodide Catalysts: Trifluoromethanesulfonic acid Solvents: Ethanol ,  Dimethyl sulfoxide ;  15 h, 80 °C
Reference
Solvent-dependence of KI Mediated Electrosynthesis of Imidazo[1,2-a]pyridines
Yi, Yangjie; Xu, Leitao; Liu, Yuyang; Li, Mingfang; Zhang, Lijuan; et al, Chemical Research in Chinese Universities, 2023, 39(2), 318-324

Production Method 7

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: Iodine ,  Benzo[g]pteridinium, 5-ethyl-1,3,7,8-tetramethyl-2,4-dioxo-, 1,1,1-trifluorometh… Solvents: Ethyl acetate ;  24 h, 70 °C
Reference
Multicomponent Synthesis of Imidazo[1,2-a]pyridines: Aerobic Oxidative Formation of C-N and C-S Bonds by Flavin-Iodine-Coupled Organocatalysis
Okai, Hayaki; Tanimoto, Kazumasa; Ohkado, Ryoma; Iida, Hiroki, Organic Letters, 2020, 22(20), 8002-8006

Production Method 8

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: Boron trifluoride etherate ,  Cuprous iodide Solvents: Water ;  24 h, 60 - 65 °C
Reference
Copper(I) Iodide Catalyzed Aerobic Oxidative C-N and C-S bond formations through C-H Activation: Synthesis of Functionalized Imidazo[1,2-a]pyridines
Mohan, Darapaneni Chandra; Rao, Sadu Nageswara; Ravi, Chitrakar; Adimurthy, Subbarayappa, Asian Journal of Organic Chemistry, 2014, 3(5), 609-613

Production Method 9

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Methanol ;  rt; 12 h, reflux
Reference
Synthesis and Structure-Activity Relationships of Imidazopyridine/Pyrimidine- and Furopyridine-Based Anti-infective Agents against Trypanosomiases
Silva, Daniel G. ; Junker, Anna ; de Melo, Shaiani M. G.; Fumagalli, Fernando ; Gillespie, J. Robert ; et al, ChemMedChem, 2021, 16(6), 966-975

Production Method 10

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Ethanol ;  6 h, rt
Reference
Formation of Methylene Linkage for N-Heterocycles: Sequential C-H and C-O Bond Functionalization of Methanol with Cosolvent Water
Li, Na; Bai, Jinku; Zheng, Xiaolin; Rao, Honghua, Journal of Organic Chemistry, 2019, 84(11), 6928-6939

Production Method 11

Reaction Conditions
1.1 Reagents: Sodium bicarbonate Solvents: Ethanol ;  6 h, rt
Reference
Iron-Catalyzed Dehydrogenative sp3-sp2 Coupling via Direct Oxidative C-H Activation of Acetonitrile
Su, Huimin; Wang, Luyao; Rao, Honghua ; Xu, Hao, Organic Letters, 2017, 19(9), 2226-2229

Production Method 12

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Solvents: Water ,  Polyethylene glycol ;  35 min, 85 °C
Reference
Efficient and green microwave-assisted one-pot synthesis of azaindolizines in PEG-400 and water
Wagare, Devendra S.; Farooqui, Mazhar; Keche, Tushar D.; Durrani, Ayesha, Synthetic Communications, 2016, 46(21), 1741-1746

Production Method 13

Reaction Conditions
1.1 Reagents: Potassium acetate ,  Silver carbonate Solvents: 1,4-Dioxane ;  12 h, 110 °C
Reference
Ag(I)-Promoted Decarboxylative Annulation of Alkynoic Acids towards 2-Arylimidazo[1,2-a]pyridines
Liu, Yun ; Wang, Ziqing; Lei, Ting; Li, Yuling, ChemistrySelect, 2022, 7(47),

Production Method 14

Reaction Conditions
1.1 Reagents: β-Cyclodextrin Solvents: Water ;  50 - 55 °C; 5 min, 50 - 55 °C
1.2 18 min, 50 - 55 °C
Reference
Aqueous phase synthesis of substituted imidazo[1,2-a]pyridine in the presence of β-cyclodextrin
Kumbhar, Vijay V.; Hangirgekar, Shankar P.; Wadwale, Navanand B., Pharma Chemica, 2013, 5(5), 274-279

Production Method 15

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: Cuprous iodide Solvents: 1,4-Dioxane ;  14 h, 100 °C
Reference
Copper catalyzed tandem oxidative C-H amination/cyclizations: Direct access to imidazo[1,2-a]pyridines
Pericherla, Kasiviswanadharaju; Kaswan, Pinku; Khedar, Poonam; Khungar, Bharti; Parang, Keykavous; et al, RSC Advances, 2013, 3(41), 18923-18930

Production Method 16

Reaction Conditions
1.1 Catalysts: Cuprous iodide Solvents: 1,4-Dioxane ;  4 h, 100 °C
Reference
Rhodium(II)-Catalyzed Regioselective C3-Alkylation of 2-Arylimidazo[1,2-a]pyridines with Aryl Diazoesters
Kim, Hyunseok; Byeon, Minhyeon; Jeong, Eunchong; Baek, Yonghyeon; Jeong, Seung Jin; et al, Advanced Synthesis & Catalysis, 2019, 361(9), 2094-2106

Production Method 17

Reaction Conditions
Reference
Synthesis and antiproliferative activity evaluation of steroidal imidazo[1,2-a]pyridines
Rassokhina, Irina V.; Volkova, Yulia A.; Kozlov, Andrey S.; Scherbakov, Alexander M.; Andreeva, Olga E.; et al, Steroids, 2016, 113, 29-37

6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine Raw materials

6-methyl-2-(4-methylphenyl)imidazo1,2-apyridine Preparation Products

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