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Chemical Structure| 73290-22-9 Chemical Structure| 73290-22-9
Chemical Structure| 73290-22-9

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Product Details of 2-Bromo-5-iodopyridine

CAS No. :73290-22-9
Formula : C5H3BrIN
M.W : 283.89
SMILES Code : C1=C(I)C=CC(=N1)Br
MDL No. :MFCD03095201
InChI Key :LLKRSJVPTKFSLS-UHFFFAOYSA-N
Pubchem ID :4738271

Safety of 2-Bromo-5-iodopyridine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2-Bromo-5-iodopyridine

* 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 [ 73290-22-9 ]

[ 73290-22-9 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 73290-22-9 ]
  • [ 67-56-1 ]
  • [ 13472-61-2 ]
  • 2
  • [ 109-01-3 ]
  • [ 73290-22-9 ]
  • [ 879488-53-6 ]
YieldReaction ConditionsOperation in experiment
79.3% With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate; In toluene; at 60℃; for 24.0h;Inert atmosphere; Pd2(dba)3 (229 mg, 0.25 mmol), Xantphos (290 mg, 0.5 mmol) and sodium tert-butoxide (2.88 g, 30 mmol) were added to 2-bromo-5-iodopyridine (3.41 g, 12 mmol)And a solution of 1-methylpiperazine (1.0 g, 10 mmol) in toluene (50 ml), heated to 60 degrees Celsius under the protection of argon, and stirred for 24 hours.After the reaction solution was cooled to room temperature, the solid was filtered off, the filter cake was washed with ethyl acetate, and the filtrate was concentrated under reduced pressure to obtain a crude product, which was purified by Combi-flash column chromatography [DCM: MeOH = 100: 0 to 90:10] The compound 1-(6-bromopyridin-3-yl)-4-methylpiperazine was obtained (2.68 g, 79.3%).
  • 3
  • [ 73290-22-9 ]
  • [ 885693-20-9 ]
  • tert-bulyl 6‘-bromo-5,6-dihydro-[3,3‘-bipyridine]-1(2H)carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 120℃; for 2h;Microwave irradiation; A mixture of 2-bromo-5-iodopyridine (3.66 g, 12.9 mmol), tert-butyl 3-(4,4,5,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)-5 ,6-dihydropyridine- 1 (2H)-carboxylate (4 g, 12.9 mmol),Pd(dppf)C12 (944 mg, 1.29 mmol) and K2C03 (2.66 g, 19.3 mmol) in dioxane/water (10/1, 20 mL) was irradiated under microwave at 120 °C for 2 h. Concentrated and purified by silica gel column PE/EtOAc (10/1) to give title product (2.12 g, yield 48percent). MS (ES+) C15H19BrN2O2 requires: 339 found 340 [M+H].
  • 4
  • [ 73290-22-9 ]
  • [ 885693-20-9 ]
  • 6‘-bromo-1,2,5,6-tetrahydro-3,3‘-bipyridine [ No CAS ]
  • 5
  • [ 73290-22-9 ]
  • [ 18628-07-4 ]
  • 9-(6-bromopyridin-3-yl)-9H-3,9'-bicarbazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.45 g With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane; In 1,4-dioxane; for 12h;Reflux; 9H-3,9'-bicarbazole (5.0g), 2-bromo-5-iodo-pyridine (3.9g), CuI (0.26g), K3PO4 (0.26g), trans-1,2-dicyclohexyldiamine (0.164mL) Was dissolved in 1,4-dioxane and stirred under reflux for 12 hours. Extracted with dichloromethane and distilled water, and filtered the organic layer using silica gel. After removing the organic solution, the silica gel column to give a compound 9- (6-bromopyridin-3-yl) -9H-3,9'-bicarbazole (2.45g).
 

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