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[ CAS No. 89598-97-0 ]

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Chemical Structure| 89598-97-0
Chemical Structure| 89598-97-0
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Product Details of [ 89598-97-0 ]

CAS No. :89598-97-0 MDL No. :MFCD00093408
Formula : C6H6BBrO3 Boiling Point : 378.3°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :216.83 g/mol Pubchem ID :-
Synonyms :

Safety of [ 89598-97-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 UN#:N/A
Hazard Statements:H302-H312-H332 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 89598-97-0 ]

  • Downstream synthetic route of [ 89598-97-0 ]

[ 89598-97-0 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 36603-49-3 ]
  • [ 688-74-4 ]
  • [ 89598-97-0 ]
YieldReaction ConditionsOperation in experiment
With phenyllithium anschliessend mit wss.HCl;
With n-butyllithium anschliessend mit wss.HCl;
  • 2
  • [ 89466-08-0 ]
  • [ 89598-97-0 ]
YieldReaction ConditionsOperation in experiment
With bromine In acetic acid
YieldReaction ConditionsOperation in experiment
Rk. m. ZnCl2 in sd. W. -> p-Bromphenol;
Rk. m. Py. in wfr. Ae. -> Komplex C23H19B3Br3NO7 (IX): F: 139-142grad (aus Bzl. + Bzn.);
YieldReaction ConditionsOperation in experiment
2-Hydroxyphenyl-borsaeureanhydrid, Dioxan-dibromid <0.5Mol> in sd. Ae. <15Min.>;
2-Hydroxyphenyl-borsaeureanhydrid, Br2 in CCl4, Dioxan od. Essigsaeure;
  • 5
  • [ 29786-93-4 ]
  • [ 124-38-9 ]
  • [ 89598-97-0 ]
  • [ 4426-47-5 ]
  • [ 89-55-4 ]
  • [ 99-96-7 ]
  • 6
  • [ 89598-97-0 ]
  • [ 106-41-2 ]
YieldReaction ConditionsOperation in experiment
92% In dimethyl sulfoxide at 120℃; for 18h;
  • 7
  • [ 100523-96-4 ]
  • [ 89598-97-0 ]
  • C11H7Br2NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In ethanol; water; toluene; at 85℃; for 20h;Inert atmosphere; To a mixture of <strong>[100523-96-4]2-bromo-4-iodopyridine</strong> (1.0 g, 3.45 mmol, 1.0 eq.), (5-bromo-2-hydroxyphenyl)boronic acid (748 mg, 3.45 mmol, 1.0 eq.), K2CO3(1.44 g, 10.35 mol, 3.0 eq.) in degassed toluene/EtOH/H2O (10/5/5 mL) was added, under an argon atmosphere, PdCl2(PPh3)2(246 mg, 0.35 mmol, 0.1 eq.).The reaction was stirred at 85C for 20 hours and then, quenched with a saturated aqueous ammonium chloride solution after cooling to room temperature. The mixture was extracted with ethyl acetate and the organic layer was dried over Na2SO4and evaporated under reduced pressure. Unreacted pyridine was removed by silica gel flash-column chromatography (eluent: heptane/EtOAc, 90/10 to 70/30). To the pure dibromo compound thus obtained and taken up indegassed toluene/EtOH/H2O (10/5/5 mL)were added [6-bromo-1-(tert-butoxycarbonyl)-1H-indol-2-yl]boronic acid (599 mg, 1.76 mmol), K2CO3(735 mg, 5.28 mol) and PdCl2(PPh3)2(126 mg, 0.18 mmol, 0.1 eq.). The reaction was stirred at 85C for 20 hours and then, quenched with a saturated aqueous ammonium chloride solution after cooling to room temperature. The mixture was extracted with ethyl acetate and the organic layer was dried over Na2SO4and evaporated under reduced pressure. The crude was purified by silica gel chromatography chromatography (eluent: heptane/EtOAc, 90/10 to 60/40) and the Boc-protected compound was taken up in a mixture of dichloromethane (10 mL) and TFA (5 mL). The reaction mixture was stirred at room temperature for 8 hours and quenched with a 1M aqueous sodium hydroxide solution. The mixture was extracted with ethyl acetate and the organic layer was dried over Na2SO4and filtered through a silica gel pad to afford, after evaporation and trituration with methyltert-butyl ether,19as a dark yellow solid (220 mg, 45 %).
  • 8
  • [ 89598-97-0 ]
  • 4-bromo-2-(2-(6-bromo-1H-indol-2-yl)pyridin-4-yl)phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / ethanol; water; toluene / 20 h / 85 °C / Inert atmosphere 2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / ethanol; water; toluene / 20 h / 85 °C 3: trifluoroacetic acid / dichloromethane / 8 h / 20 °C
  • 9
  • [ 89598-97-0 ]
  • C24H20Br2N2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / ethanol; water; toluene / 20 h / 85 °C / Inert atmosphere 2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / ethanol; water; toluene / 20 h / 85 °C
  • 10
  • [ 6287-82-7 ]
  • [ 89598-97-0 ]
  • 4-bromo-2-(3-bromobenzo(b)thiophen-2-yl)phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 90℃; for 6h;Schlenk technique; accurate weighing 2, 3 - b bromophenylacetic and [b] Thiophene (600 mg, 2.0 mmol), 5 - bromo -2 - hydroxy phenyl boronic acid (418 mg, 1.0 mmol), and in turn to 25 ml of in shu Lunke bottle, adding potassium carbonate (828 mg, 6 mmol), four (triphenylphosphine) palladium (0.05 equivalent), 1, 4 - dioxane/water (volume ratio 4:1), is 90 C reaction in oil bath 6 hours. After the reaction, the solvent is removed under reduced pressure, the use of silica gel column separation, petroleum ether/ethyl acetate as eluant, to obtain 4 - bromo -2 - (3 - bromophenylacetic and [b] Thiophene -2 - yl) phenol 3h, and the yield is 78%.
  • 11
  • [ 6287-82-7 ]
  • [ 89598-97-0 ]
  • 8-bromobenzo[4,5]thieno[3,2-b]benzofuran [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,4-dioxane; water / 6 h / 90 °C / Schlenk technique 2: potassium carbonate; copper(l) iodide; 1,10-Phenanthroline; oxygen / N,N-dimethyl-formamide / 0.25 h / 90 °C / Inert atmosphere
Multi-step reaction with 2 steps 1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 90 °C / Schlenk technique; Inert atmosphere; Darkness 2: potassium carbonate; copper(l) iodide; 1,10-Phenanthroline / N,N-dimethyl-formamide / 0.25 h / 90 °C / Schlenk technique; Inert atmosphere
  • 12
  • [ 5471-63-6 ]
  • [ 89598-97-0 ]
  • [ 642493-24-1 ]
YieldReaction ConditionsOperation in experiment
Stage #1: (5-bromo-2-hydroxyphenyl)boronic acid With 2,2-Dimethyl-1,3-propanediol In dichloromethane at 20℃; for 3h; Schlenk technique; Inert atmosphere; Stage #2: With toluene Inert atmosphere; Stage #3: 1,3-diphenylisobenzofuran With Nonafluorobutanesulfonyl fluoride; sodium hydride; caesium carbonate In tetrahydrofuran; paraffin oil at 60℃; for 24h; Schlenk technique; Inert atmosphere;
  • 13
  • [ 89598-97-0 ]
  • C15H13BrO [ No CAS ]
  • C21H15BrO [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; ethanol; water / 24 h / 100 °C / Inert atmosphere 2: toluene-4-sulfonic acid / toluene / 20 h / Inert atmosphere; Reflux
  • 14
  • [ 89598-97-0 ]
  • C15H13BrO [ No CAS ]
  • C21H17BrO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 100℃; for 24h; Inert atmosphere; 1.1 (1) Pd(PPh3)4 (0.25mmol), potassium carbonate (100mmol),Raw material H1 (50mmol) and raw material J1 (60mmol) were added to the reaction flask,Then add 600 mL of a mixture of toluene, ethanol and water (the volume ratio of toluene, ethanol and water is 300:150:150),Under nitrogen protection, the temperature was raised to 100°C to react for 24 hours.When the temperature is lowered, a white powder is precipitated, and a white solid is obtained by suction filtration, which is dissolved by adding dichloromethane,Pass through a silica gel funnel to obtain Intermediate S1 (17.73 g, yield: 93%, HPLC purity 99.2%).
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