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[ CAS No. 94512-73-9 ] {[proInfo.proName]}

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Chemical Structure| 94512-73-9
Chemical Structure| 94512-73-9
Structure of 94512-73-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 94512-73-9 ]

CAS No. :94512-73-9 MDL No. :MFCD01837873
Formula : C14H10Br2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 354.04 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 94512-73-9 ]

* 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 [ 94512-73-9 ]

[ 94512-73-9 ] Synthesis Path-Downstream   1~20

  • 1
  • [ 5731-01-1 ]
  • [ 94512-73-9 ]
YieldReaction ConditionsOperation in experiment
96% With pol(vinylphenyltrimethylammoniumtribromide) resin; In methanol; water; at 65℃; for 1h; General procedure: A mixture of 2.5 mmol of substrate, 4.5 mL methanol, and 0.5 mL of water was stirred for 5 min, and then 1 g of PVBMATB resin was added, and the mixture was stirred 1 h at 65 C. Afterward, the resin of poly(vinylbenzyltrimethylammonium bromide) was recycled through filtration and washed with ether. The combined organic layer was washed twice by water (20 mL), and dried over anhydrous Na2SO4. After filtration, the solvent was removed under reduced pressure, and the residual was treated with silica gel column chromatography(Petroleum ether/AcOEt = 20/1,v/v) to generate the product.
88.6% With bromine; In dichloromethane; at 20℃; for 48h; To a solution of 1 - [4-(4-bromophenyl)phenyl]ethanone (5 g, 18.17 mmol) in CH2CI2 (40 mL) is added bromine (983 muIota_, 19 mmol). The resulting mixture is stirred for 48 hours at room temperature. The mixture is diluted with dichloromethane, washed with saturated aqueous sodium bicarbonate, water, brine, dried over anhydrous sodium sulfate and concentrated. The crude solid is triturated with ether to give 2-bromo- 1 -[4-(4-bromophenyl)phenyl]ethanone (5.7 g, 88.6%) as a white solid.
With bromine; In tetrachloromethane; acetic acid; at 5 - 20℃; Dissolving 1-(4'-bromo-biphenyl-4-yl)-ethanone into 20 milliliter of acetic acid and 10 milliliter of tetrachloromethane and adding 3.0 g (19 mmol) of bromine at the temperature of about 5 C , the resultant suspension was stirred at the temperature of about 5 to 10 C for 3 hours. Then, it was left standing through the night. After completion of the reaction, adding water and an extraction was carried out using dichloro-methane. Further, washing with water, dried with the use of sodium sulfate. The solvent was removed by distillation and white crystals of 2-bromo-1-(4'-bromo-biphenyl-4-yl)-ethanone were obtained in an amount of 6.7 g (yield: 89 %).
With bromine; In dichloromethane; at 20℃; for 18h; Preparation 45: 2-Bromo-1-(4'-bromobiphenyl-4-yl)ethanoneBromine (164 muIota_, 3.19 mmol) was added dropwise to 1-(4'-bromobiphenyl-4-yl)ethanone obtained from Preparation 44 (871 mg, 3.16 mmol) in dichloromethane (20 mL). After stirring at room temperature for 18 hours, the reaction mixture was diluted with dichloromethane and washed with sodium thiosulfate (aq.). The organic layer was dried over MgS04 and the solvent was evaporated under reduced pressure. The residue was purified by flash chromatography (heptane : ethyl acetate, 90:10) to give the title compound as a white solid (506 mg).H NMR (400 MHz, CDCI3) delta = 8.06 (d, 2H), 7.67 (d, 2H), 7.60 (d, 2H), 7.49 (d, 2H), 4.47 (s, 2H).

  • 2
  • [ 71101-89-8 ]
  • [ 94512-73-9 ]
  • 4-Butyl-cyclohexanecarboxylic acid 2-(4'-bromo-biphenyl-4-yl)-2-oxo-ethyl ester [ No CAS ]
  • 4
  • [ 94512-73-9 ]
  • [ 107-92-6 ]
  • Butyric acid 2-(4'-bromo-biphenyl-4-yl)-2-oxo-ethyl ester [ No CAS ]
  • 5
  • [ 99-66-1 ]
  • [ 94512-73-9 ]
  • 2-propyl-pentanoic acid 2-(4'-bromo-biphenyl-4-yl)-2-oxo-ethyl ester [ No CAS ]
  • 6
  • [ 94512-73-9 ]
  • -4-(4'-bromo-1,1'-biphenyl-4-yl)-2-(1-propylbutyl)-1H-imidazole [ No CAS ]
  • 8
  • [ 504-29-0 ]
  • [ 94512-73-9 ]
  • 2-(4'-bromo-biphenyl-4-yl)-imidazo[1,2-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% With sodium hydrogencarbonate; In ethanol; for 7.0h;Heating / reflux; Dissolving 6.7 g (19 mmol) of 2-bromo-1-(4'-bromo-biphenyl-4-yl)-ethanone into 50 milliliter of ethanol, adding 2.1 g (22 mmol) of 2-aminopyridine and 5.0 g of sodium hydrogen carbonate, the resultant suspension was refluxed under heating for 7 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and methanol, thereby obtaining yellow crystals of 2-(4'-bromo-biphenyl-4-yl)-imidazo [1,2-a] pyridine in an amount of 5.5 g (yield: 84 %).
YieldReaction ConditionsOperation in experiment
1.3 butyl 4-[4-(4'-bromo-1,1'-biphenyl-4-yl)-1H-imidazol-2-yl]piperidine-1-carboxylate A mixture containing 1-(butoxycarbonyl)piperidine-4-carboxylic acid (prepared in Stage 1.1; 2.29 g; 0.01 mol) and cesium carbonate (1.62 g, 0.005 mol) in 30 ml of anhydrous methanol is stirred for one hour. This mixture is evaporated to dryness then diluted with 40 ml of dimethylformamide. 2-bromo-1-(4'-bromo-1,1'-biphenyl-4-yl)ethanone prepared previously is added (4.00 g; 0.01 mol) then the resulting mixture is stirred for 2 hours.
  • 10
  • pyridine hydrobromide perbromide polymer resin [ No CAS ]
  • [ 5731-01-1 ]
  • [ 94512-73-9 ]
YieldReaction ConditionsOperation in experiment
70% In methanol; dichloromethane; 1.2 2-bromo-1-(4'-bromo-1,1'-biphenyl-4-yl)ethanone 4-(4-bromophenyl)acetophenone (10 g; 36.3 mmol) is dissolved in a methanol/dichloromethane mixture (100/150 ml). A pyridine hydrobromide perbromide polymer resin (65 g) is added and the reaction medium is stirred at 23 C. for 20 hours. The resin is recovered by filtration on frit and rinsed with dichloromethane. The filtrate obtained is evaporated to dryness and the resulting solid is rinsed with a dichloromethane-heptane solvent mixture 1-1 in small volumes. A light beige-coloured powder is obtained with a yield of 70%. NMR H1(deltappm, DMSO): 4.96 (s, 2H); 7.69-7.75 (m, 4H); 7.90 (dd, 2H); 8.08 (dd, 2H).
  • 11
  • [ 109-83-1 ]
  • [ 94512-73-9 ]
  • [ 1061457-00-8 ]
  • 12
  • [ 20431-81-6 ]
  • [ 94512-73-9 ]
  • 2-[4-(4-bromophenyl)phenyl]-4-methyl-octahydro-1,4-benzoxazin-2-ol [ No CAS ]
  • 13
  • [ 94512-73-9 ]
  • [ 3433-37-2 ]
  • 3-[4-(4-bromophenyl)phenyl]-octahydro-1,4-pyrido[2,1-c]oxazin-3-ol [ No CAS ]
  • 14
  • [ 94512-73-9 ]
  • [ 603-35-0 ]
  • [ 179548-65-3 ]
  • 15
  • [ 15761-39-4 ]
  • [ 94512-73-9 ]
  • [ 1228968-82-8 ]
YieldReaction ConditionsOperation in experiment
93% With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 2.0h; To a solution of 2-bromo-1 - [4-(4-bromophenyl)phenyl]ethanone (759 mg, 1 .897 mmol) and (2S)- 1 -tert-butoxycarbonylpyrrolidine-2-carboxylic acid (484.3 mg, 2.25 mmol) in acetonitrile (7.5 mL) is added DIPEA (290.8 mg, 392 muIota_, 2.25 mmol). The reaction mixture is stirred at room temperature for 2 hours and washed with brine (3 x 5 mL). The organic layer is concentrated to dryness. The residue is diluted with toluene (5 mL) and concentrated to dryness and purified by flash column chromatography on silica gel (2 to 20 % EtOAc in hexanes) to obtain (2S,4S)-2-(2-(4'-bromobiphenyl-4-yl)-2-oxoethyl) 1 -tert-butyl 4- methylpyrrolidine-1 ,2-dicarboxylate (855 mg, 93%) that is used as such for the next step.
With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 16.0h; Preparation 46: 2-[2-(4'-Bromobiphenyl-4-yl)-2-oxoethyl] 1-fert-butyl (2S)-pyrrolidine-1,2-dicarboxylate2-Bromo-1 -(4'-bromobiphenyl-4-yl)ethanone obtained from Preparation 45 (500 mg, 1 .41 mmol), 1 -(ferf- butoxycarbonyl)-L-proline (290 mg, 1.35 mmol) and diisopropylethylamine (260 muIota_, 1.49 mmol) in dichloromethane (10 mL), were stirred at room temperature for 16 hours. After this time, the reaction was diluted with dichloromethane, washed with sodium bicarbonate (aq.), then brine. The organic layer was dried over MgS04 and the solvent was evaporated under reduced pressure to give the title compound as a yellow oil (624 mg).H NMR (400 MHz, CDCI3) delta = 8.00-7.94 (m, 2H), 7.70-7.62 (m, 2H), 7.58 (d, 2H), 7.48 (d, 2H), 5.65-5.20 (m, 2H), 4.52-4.48 (m, 0.5H), 4.41 (t, 0.5H), 3.64-3.51 (m, 1 H), 3.51-3.37 (m, 1 H), 2.40-2.26 (m, 2H), 2.14-2.02 (m, 1 H), 2.02-1.88 (m, 1 H), 1 .44 (d, 9H).
  • 16
  • [ 334769-80-1 ]
  • [ 94512-73-9 ]
  • [ 1335316-41-0 ]
YieldReaction ConditionsOperation in experiment
76.7% With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 3h; To a mixture of 2-bromo-1 -[4-(4-bromophenyl)phenyl]ethanone (735.3 mg, 2mmol), (2S,5S)-1 -tert-butoxycarbonyl-5-methyl-pyrrolidine-2-carboxylic acid (500 mg, 2.18 mmol) in acetonitrile (10 ml) (suspension) is added DIPEA (380 muIota_, 2.18 mmol). The reaction mixture is stirred at rt for 3 hours, diluted with EtOAc and H20. The organic phase is washed with brine, dried over Na2S04, filtered and concentrated. The residue is purified by flash column chromatography on silica gel (0 to 30percent EtOAc in Hexanes) to afford 2-[2-[4-(4- bromophenyl)phenyl]-2-oxo-ethyl]-1 -tert-butyl-(2S,5S)-5-methylpyrrolidine-1 ,2- dicarboxylate (0.8 g, 76.7percent) as a white solid.
  • 17
  • [ 364750-81-2 ]
  • [ 94512-73-9 ]
  • [ 1335316-22-7 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 4h; To a solution of (2S,4S)-1 -tert-butoxycarbonyl-4-methyl-pyrrolidine-2- carboxylic acid (437 mg, 1 .905 mmol) in acetonitrile (6 mL) is added 2-bromo- 1 - [4-(4-bromophenyl)phenyl]ethanone ( 693 mg, 1 .732 mmol) and DIPEA ( 0.332 mL, 1 .905 mmol). The reaction mixture is stirred at room temperature for 4 hours and diluted with EtOAc and washed with brine (3 x 2 mL). The organic layer is concentrated to dryness, azeotroped with toluene (5 mL), and purified by flash column chromatography on silica gel (6 to 50 percent EtOAc in hexanes) to give (2S,4S)-2-(2-(4'-bromobiphenyl-4-yl)-2-oxoethyl) 1 -tert-butyl 4- methylpyrrolidine-1 ,2-dicarboxylate (870 mg, 1.732 mmol).
  • 18
  • [ 288-32-4 ]
  • [ 94512-73-9 ]
  • [ 1254312-15-6 ]
  • 19
  • [ 5731-01-1 ]
  • [ 252741-01-8 ]
  • [ 94512-73-9 ]
  • 20
  • [ 94512-73-9 ]
  • [ 68426-83-5 ]
  • 3-[(4-bromobiphenyl)-2-oxoethyl]-2-hydroxymethyl-5-methoxy-1-methylbenzimidazolium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% In acetonitrile;Reflux; General procedure: A solution of substituted 2-hydroxymethylbenzimidazole1c or 1d (10 mmol) and the appropriate alpha-bromoketone (10 mmol) in acetonitrile was refluxed for 16-20 h. Then the reaction mixture was cooled in an ice bath. The precipitate of the bromide that formed was fi ltered off , washed with acetone,dried, and crystallized from ethanol.
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