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Chemical Structure| 869557-43-7 Chemical Structure| 869557-43-7
Chemical Structure| 869557-43-7

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Synonyms: 3-Bromo-5-fluoro-2-pyridinamine

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Product Details of 2-Amino-3-bromo-5-fluoropyridine

CAS No. :869557-43-7
Formula : C5H4BrFN2
M.W : 191.00
SMILES Code : NC1=NC=C(C=C1Br)F
Synonyms :
3-Bromo-5-fluoro-2-pyridinamine
MDL No. :MFCD03092924
InChI Key :KXSQMCRVUAALNE-UHFFFAOYSA-N
Pubchem ID :16126434

Safety of 2-Amino-3-bromo-5-fluoropyridine

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

Application In Synthesis of 2-Amino-3-bromo-5-fluoropyridine

* 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 [ 869557-43-7 ]

[ 869557-43-7 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 869557-43-7 ]
  • potassium ferrocyanide [ No CAS ]
  • [ 801303-22-0 ]
  • 2
  • [ 869557-43-7 ]
  • potassium hexacyanoferrate(II) [ No CAS ]
  • [ 801303-22-0 ]
  • 3
  • [ 869557-43-7 ]
  • [ 557-21-1 ]
  • [ 801303-22-0 ]
YieldReaction ConditionsOperation in experiment
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); In DMF (N,N-dimethyl-formamide); at 120℃; for 0.666667h;Microwave heating; In a microwave vessel was combined 3-bromo-5-fluoropyridin-2-amine (2.0 g, 0.0105 mmol), Zn (CN)2 mg), DPPF (25 mg), and 5 mL wet DMF. The solution was then purged with N2(g) prior to the addition of Pd2dba (20 mg). The reaction was heated at 120 C for 40 mins in a microwave reactor. Crude material was purified by flash silica column to yield 570 mg solid yellow product, MS (M+H) = 138, H NMR (300 MHz, DMSO-D6) 8 ppm 6.86 (s, 2 H) 7.98 (dd, J=8.29, 3.01 Hz, 1 H) 8.26 (d, J=3.01 Hz, 1 H).
  • 4
  • [ 869557-43-7 ]
  • copper(l) cyanide [ No CAS ]
  • [ 801303-22-0 ]
YieldReaction ConditionsOperation in experiment
0.59 g of copper(I) cyanide was added to a mixture of 1.04 g of the 2-amino-3-bromo-5-fluoropyridine and 20 ml of N-methyl-2-pyrrolidone, and the obtained mixture was stirred at 150C for 5 hours. Thereafter, 28% aqueous ammonia was added to the reaction mixture, and it was then extracted with ethyl acetate. The organic layer was washed with a saturated saline solution, and it was then dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The obtained residue was subjected to silica gel column chromatography, so as to obtain 0.52 g of 2-amino-3-cyano-5-fluoropyridine.2-amino-3-cyano-5-fluoropyridine [Show Image] 1H-NMR (CDCl3) delta: 5.10 (2H, br s), 7.45 (1H, dd, J = 7.4, 3.0 Hz), 8.16 (1H, d, J = 3.0 Hz).
  • 5
  • [ 869557-43-7 ]
  • potassiumhexacyanoferrate(II) trihydrate [ No CAS ]
  • [ 801303-22-0 ]
 

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