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[ CAS No. 1194374-75-8 ] {[proInfo.proName]}

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Product Details of [ 1194374-75-8 ]

CAS No. :1194374-75-8 MDL No. :MFCD11226899
Formula : C8H7BrN2 Boiling Point : -
Linear Structure Formula :- InChI Key :JJTBVBQXNUXOMN-UHFFFAOYSA-N
M.W : 211.06 Pubchem ID :70813248
Synonyms :

Safety of [ 1194374-75-8 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1194374-75-8 ]

* 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 [ 1194374-75-8 ]

[ 1194374-75-8 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 958245-18-6 ]
  • [ 1194374-75-8 ]
  • [ 1232035-97-0 ]
YieldReaction ConditionsOperation in experiment
49% With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 100℃; Inert atmosphere;
  • 2
  • [ 13534-99-1 ]
  • [ 78-95-5 ]
  • [ 1194374-75-8 ]
YieldReaction ConditionsOperation in experiment
79% In ethanol for 17h; Reflux;
In methanol for 12h; Reflux; 11 Example 11 : 5-(3-(2,3-difluorophenyl)-2-methylimidazo [1,2-a] pyridin-8-yl)-N-(4- fluorophenyl)-2-methylbenzamide Example 11 was synthesized following the following scheme. To a solution of 3- bromopyridin-2-amine (200mg, 1.2 mmol) in methanol (6 mL) was added l-chloropropan-2-one (139 mg, 1.5 mmol). The reaction was refluxed for l2hr. The reaction was concentrated down to dryness and purified by reversed phase HPLC to give 8-bromo-2-methylimidazo[l,2-a]pyridine. 210 (M+H).
  • 3
  • [ 1194374-75-8 ]
  • [ 71597-85-8 ]
  • 4-(2-methylimidazo[1,2-a]pyridin-8-yl)phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.46 g With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water Reflux; Inert atmosphere; 1.B B) 4-(2-Methylimidazo[1,2-a]pyridin-8-yl)phenol A mixture of 4-hydroxyphenylboronic acid (1.1 g), 8-bromo-2-methylimidazo[1,2-a]pyridine (1.7 g), tetrakis(triphenylphosphine)palladium(0) (0.28 g), sodium carbonate (3.0 g), DME (35 ml) and water (7 ml) was heated under reflux overnight under an argon atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) and recrystallized from ethyl acetate to give the title compound (0.46 g). [0429] MS (ESI+): [M+H]+ 225.2. [0430] 1H NMR (300 MHz, DMSO-d6) δ 2.35 (3H, s), 6.81-6.92 (3H, m), 7.29 (1H, dd, J=7.2, 1.1 Hz), 7.68-7.75 (1H, m), 7.94-8.03 (2H, m), 8.38 (1H, dd, J=6.6, 1.3 Hz), 9.60 (1H, s).
  • 4
  • [ 1194374-75-8 ]
  • 2-[4-(2-methylimidazo[1,2-a]pyridin-8-yl)phenoxy]-1-[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / Reflux; Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h / 20 °C 2.2: 1 h / 150 °C / Microwave irradiation
  • 5
  • [ 1194374-75-8 ]
  • 2-[4-(2-methylimidazo[1,2-a]pyridin-8-yl)phenoxy]-1H-benzimidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / Reflux; Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h / 20 °C 2.2: 1 h / 150 °C / Microwave irradiation 3.1: hydrogenchloride / ethyl acetate / 3 h / Reflux
  • 6
  • [ 1194374-75-8 ]
  • 5-(3-(2,3-difluorophenyl)-2-methylimidazo[1,2-a]pyridin-8-yl)-N-(4-fluorophenyl)-2-methylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / Microwave irradiation; Sealed tube 2: acetic acid; bromine 3: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 0.33 h / 120 °C / Microwave irradiation; Sealed tube
  • 7
  • [ 1194374-75-8 ]
  • 5-(3-bromo-2-methylimidazo[1,2-a]pyridin-8-yl)-N-(4-fluorophenyl)-2-methylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / Microwave irradiation; Sealed tube 2: acetic acid; bromine
  • 8
  • [ 1194374-75-8 ]
  • (3-((4-fluorophenyl)carbamoyl)-4-methylphenyl)boronic acid [ No CAS ]
  • N-(4-fluorophenyl)-2-methyl-5-(2-methylimidazo[1,2-a]pyridin-8-yl)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In water; N,N-dimethyl-formamide Microwave irradiation; Sealed tube; 11 8-Bromo-2-methylimidazo[l,2-a]pyridine (171 mg, 0.81 mmole) was combined with (3-((4-fluorophenyl)carbamoyl)-4-methylphenyl)boronic acid (256 mg, 0.97 mmole), [1,1'- Bis(diphenylphosphino)ferrocene]palladium(II) dichloride (0.05 equiv), and potassium carbonate (280mg, 2.0 mmol) in microwave seal tube. To this mixture was added dimethylformamide (3mL) and water (0.3 mL). The resulting mixture was stirred at 90°C for 3 hours. Reaction was cooled and diluted with EtOAc and filtered through celite. The filtrate was concentrated, and solid was precipitated out of DMF/H2O mixture to give N-(4-fluorophenyl)-2- methyl-5-(2-methylimidazo[l,2-a]pyridin-8-yl)benzamide. 360 (M+H).
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