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Chemical Structure| 87597-27-1 Chemical Structure| 87597-27-1

Structure of 87597-27-1

Chemical Structure| 87597-27-1

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Product Details of [ 87597-27-1 ]

CAS No. :87597-27-1
Formula : C9H8BrN3O2
M.W : 270.08
SMILES Code : O=C(C1=CN2C(C=NC=C2Br)=N1)OCC
MDL No. :MFCD09265719

Safety of [ 87597-27-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 87597-27-1 ]

* 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 [ 87597-27-1 ]

[ 87597-27-1 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 77112-52-8 ]
  • [ 87597-27-1 ]
YieldReaction ConditionsOperation in experiment
With bromine; In ethanol; for 1.5h;Heating / reflux; To the suspension of imidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester (0.3 g, 0.0016 mol) in anhydrous ethanol (7 mL), the chilled solution of bromine (0.16 mL, 0.0032 mol) in anhydrous ethanol (7 mL) was added dropwise and the resulting mixture was heated at reflux under continuous nitrogen flow for 1.5 hours. The reaction mixture was concentrated under reduced pressure and treated with the saturated solution of sodium bicarbonate in water (50 mL). The aqueous layer was extracted with ethyl acetate (3x25 mL), the combined organic extracts were dried with magnesium sulfate and concentrated. The residue was suspended in heptane (30 mL) and the precipitate was collected by filtration and dried to yield 5-bromo- imidazo [1,2-a]pyrazine-2-carboxylic acid ethyl ester (0.075 g, 0.00028 mol) as a yellow solid. m/z: (M + H) + 270,272.
  • 2
  • [ 87597-27-1 ]
  • [ 87597-30-6 ]
  • 3
  • [ 65868-37-3 ]
  • [ 87597-27-1 ]
  • 4
  • [ 87597-27-1 ]
  • [ 87597-33-9 ]
  • 5
  • [ 5122-94-1 ]
  • [ 87597-27-1 ]
  • [ 870244-18-1 ]
YieldReaction ConditionsOperation in experiment
The mixture of 5-bromo-imidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester (0.3 g, 0.0011 mol), 3-biphenyl boronic acid (0.329 g, 0.0017 mol), (2',6'-dimethoxy-biphenyl-2-yl)- dicyclopentadienyl-phosphane (0.091 g, 0.00022 mol), palladium acetate (0.025g, 0.00011 mol) and potassium phosphate (0.71 g, 0.0033 mol) in terahydrofuran (7 mL) was stirred at ambient temperature under continuous nitrogen flow for 20 hours. A solution of lithium hydroxide monohydrate (0.2g, 0.0048 mol) in 5 mL of water was added and the stirring at ambient temperature was continued for another 4 hours. The solvents were removed and the residue was subjected to to preparative RP-HPLC (10% to 40% acetonitrile/0.05M aqueous ammonium acetate, buffered to pH 4.5, over 30 min at 21 mL/min; No. = 254 nm; Microsorb C18, 100 A, 5 mum, 250 x 46 mm column) to yield 5-biphenyl-4-ylmethyl-imidazo[1,2- a] pyrazine-2-carboxylic acid (0.049 g, 0.00016 mol) as an off-white solid. Retention time - 1.22 min., RP-HPLC (30% to 95% acetonitrile/0.01M aqueous ammonium acetate, buffered to pH 4.5, over 4.5 min at 0.8 mL/min; No. = 190-700 nm; Genesis C18,120 A, 4 mum, 33 x 4.6 mm column.). m/z: (M - H)-314.
  • 6
  • [ 70-23-5 ]
  • [ 87597-27-1 ]
 

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