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[ CAS No. 1023-01-4 ]

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Chemical Structure| 1023-01-4
Chemical Structure| 1023-01-4
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Product Details of [ 1023-01-4 ]

CAS No. :1023-01-4 MDL No. :MFCD00444784
Formula : C14H11BrN2 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :287.15 g/mol Pubchem ID :-
Synonyms :

Safety of [ 1023-01-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1023-01-4 ]

  • Downstream synthetic route of [ 1023-01-4 ]

[ 1023-01-4 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 1603-41-4 ]
  • [ 99-73-0 ]
  • [ 1023-01-4 ]
YieldReaction ConditionsOperation in experiment
81% With sodium hydrogencarbonate In ethanol for 6h; Heating / reflux; 23.1 Dissolving 5 g (18 mmol) of 2,4'-dibromo acetophenone and 2.0 g (19 mmol) of 2-amino-5-picoline into 30 milliliter of ethanol, adding 2.9 g of sodium hydrogen carbonate, the resultant suspension was refluxed under heating for 6 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and ethanol, thereby obtaining 4.2 g of 2-(4-bromo-phenyl)-6-methyl-imidazo [1,2-a] pyridine (yield: 81 %).
79% With aluminum oxide at 20℃; for 2.5h;
55% With sodium hydrogencarbonate In ethanol Heating;
With hydrogen bromide 1) acetone, reflux, 3 h, 2) methanol, reflux, 60 min; Yield given. Multistep reaction;
With sodium hydrogencarbonate In ethanol

  • 2
  • [ 544-92-3 ]
  • [ 1023-01-4 ]
  • [ 118000-52-5 ]
YieldReaction ConditionsOperation in experiment
71% In N,N-dimethyl-formamide for 24h; Heating;
YieldReaction ConditionsOperation in experiment
2-Amino-5-methyl-pyridin, 4,ω-Dibrom-acetophenon, A., Na2CO3 , 85grad;
In ethanol at 60℃; for 3h; General Procedure for the Synthesis General procedure: A mixture of 5-methylpyridin-2-amine and 2-bromo-1-phenylethan-1-ones (2:1) in EtOH was stirred at 60° C. for 3 h. TLC was employed to control the reaction. After removal of solvent, the solid was suspended in 1N HCl and stirred for 2-3 h, filtered and washed with water to obtain the products in good yield (>90%).
  • 4
  • [ 50-00-0 ]
  • [ 124-40-3 ]
  • [ 1023-01-4 ]
  • [ 274263-97-7 ]
YieldReaction ConditionsOperation in experiment
70% With acetic acid In water at 55℃; for 24h;
  • 5
  • [ 1023-01-4 ]
  • [ 274264-01-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 70 percent / AcOH / H2O / 24 h / 55 °C 2: 95 percent / benzene / 72 h / 20 °C 3: 70 percent / ethanol; H2O / 24 h / Heating
  • 6
  • [ 1023-01-4 ]
  • [ 274264-03-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 70 percent / AcOH / H2O / 24 h / 55 °C 2: 95 percent / benzene / 72 h / 20 °C 3: 70 percent / ethanol; H2O / 24 h / Heating 4: 85 percent / conc. HCl / acetic acid / 16 h
  • 7
  • [ 1023-01-4 ]
  • 6-methyl-2-(4'-bromophenyl)-3-(N,N-dimethyl)imidazo[1,2-a]pyridine-3-acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 70 percent / AcOH / H2O / 24 h / 55 °C 2: 95 percent / benzene / 72 h / 20 °C 3: 70 percent / ethanol; H2O / 24 h / Heating 4: 85 percent / conc. HCl / acetic acid / 16 h 5: 72 percent / 1,1'-carbonyl diimidazole / tetrahydrofuran / 20 - 55 °C
  • 8
  • [ 1023-01-4 ]
  • 6-methyl-2-(4'-bromophenyl)-3-dimethylaminomethylimidazo[1,2-a]pyridinyl methiodide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 70 percent / AcOH / H2O / 24 h / 55 °C 2: 95 percent / benzene / 72 h / 20 °C
  • 9
  • [ 1023-01-4 ]
  • [ 118000-53-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 71 percent / dimethylformamide / 24 h / Heating 2: 68 percent / 1 M diisobutylaluminum hydride / toluene; hexane / 1 h / Ambient temperature
  • 10
  • [ 1603-41-4 ]
  • Concentrated HBr [ No CAS ]
  • [ 99-73-0 ]
  • [ 1023-01-4 ]
YieldReaction ConditionsOperation in experiment
18.5 g (68%) In methanol; acetone 1 Preparation of 6-Methyl-2-(4'-bromophenyl)imidazo-[1,2-a]pyridine EXAMPLE 1 Preparation of 6-Methyl-2-(4'-bromophenyl)imidazo-[1,2-a]pyridine A mixture of 18.8 g of 2-amino-5-methylpyridine and 27.8 g of p-bromophenacyl-bromide in 200 ml of acetone was refluxed for 8 hrs. The precipitate was collected and dissolved in hot methanol and 2 ml of concentrated HBr was added. The methanol solution was then basified with ammonium hydroxide. The precipitated product was collected and recrystallized from ethanol; yield 18.5 g (68%); mp 215°-216° C.
  • 11
  • [ 1023-01-4 ]
  • [ 118000-52-5 ]
YieldReaction ConditionsOperation in experiment
In chloroform; N,N-dimethyl-formamide 2 Preparation of 6-Methyl-2-(4'-cyanophenyl)imidazo-[1,2-a]pyridine EXAMPLE 2 Preparation of 6-Methyl-2-(4'-cyanophenyl)imidazo-[1,2-a]pyridine 6-Methyl-2-(4'-bromophenyl)imidazo[1,2-a]pyridine (6.0 g) was mixed with 3.0 g of CuCN and 50 ml DMF. The mixture was refluxed for 24 hrs. The hot solution was then poured into a (1:4) ethylenediamine-water mixture (200 ml). Using chloroform, the compound was extracted. The chloroform layer was washed with water, dried and evaporated. The residue was crystallized and recrystallized from ethanol; yield; 3.4 g (69%); mp 225°-226° C.
  • 12
  • [ 1003-68-5 ]
  • [ 99-90-1 ]
  • [ 1023-01-4 ]
  • 13
  • [ 501-65-5 ]
  • [ 1023-01-4 ]
  • 3-bromo-9-methyl-5,6-diphenylnaphtho[1',2':4,5]imidazo[1,2-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; caesium carbonate In toluene at 125℃; for 7h; Inert atmosphere; General procedure for the reactions of Imidazo[1,2,-a]pyridines with alkynes General procedure: In a oven-dried RBF, a solution of Imidazo[1,2,-a]pyridines derivatives 1 (0.5 mmol) and alkyne2 in toluene (2 mL) [Cp*RhCl2]2 (5 mol%), Cu(OAc)2·H2O (2 equiv), Cs2CO3 (30 mol%) wereadded under inert atmosphere. The resulting reaction mixture was heated at 125 °C for 7 h.Progression of the reaction was monitored by TLC, while noticing complete consumption ofImidazo[1,2,-a]pyridines derivatives, reaction was brought to room temperature. The additionalamount of acrylate also added if required for complete conversion. The reaction mixture wasdiluted with ethyl acetate (10 mL) and water (15 mL) and then filtered through a plug of celite.The layers were separated, and the organic layer was washed with aqueous saturated brinesolution, dried over Na2SO4. Organic layer was concentrated under reduced pressure.The crudematerial so obtained was purified by column chromatography on silica gel (hexane: ethylacetate :: 70:30). The structure and purity of known starting materials were confirmed by comparison oftheir physical and spectral data (1H NMR, 13C NMR and HRMS ).
  • 14
  • [ 2132-62-9 ]
  • [ 1023-01-4 ]
  • 3-bromo-5,6-bis(4-methoxyphenyl)-9-methylnaphtho[1',2':4,5]imidazo[1,2-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; caesium carbonate In toluene at 125℃; for 7h; Inert atmosphere; General procedure for the reactions of Imidazo[1,2,-a]pyridines with alkynes General procedure: In a oven-dried RBF, a solution of Imidazo[1,2,-a]pyridines derivatives 1 (0.5 mmol) and alkyne2 in toluene (2 mL) [Cp*RhCl2]2 (5 mol%), Cu(OAc)2·H2O (2 equiv), Cs2CO3 (30 mol%) wereadded under inert atmosphere. The resulting reaction mixture was heated at 125 °C for 7 h.Progression of the reaction was monitored by TLC, while noticing complete consumption ofImidazo[1,2,-a]pyridines derivatives, reaction was brought to room temperature. The additionalamount of acrylate also added if required for complete conversion. The reaction mixture wasdiluted with ethyl acetate (10 mL) and water (15 mL) and then filtered through a plug of celite.The layers were separated, and the organic layer was washed with aqueous saturated brinesolution, dried over Na2SO4. Organic layer was concentrated under reduced pressure.The crudematerial so obtained was purified by column chromatography on silica gel (hexane: ethylacetate :: 70:30). The structure and purity of known starting materials were confirmed by comparison oftheir physical and spectral data (1H NMR, 13C NMR and HRMS ).
  • 15
  • [ 333-20-0 ]
  • [ 1023-01-4 ]
  • 2-(4-bromophenyl)-6-methyl-3-thiocyanatoimidazo[1,2-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With dipotassium peroxodisulfate In 1,2-dichloro-ethane at 25℃; for 18h; Schlenk technique; Sealed tube; regioselective reaction;
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