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Chemical Structure| 1225062-23-6 Chemical Structure| 1225062-23-6

Structure of 1225062-23-6

Chemical Structure| 1225062-23-6

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Product Details of [ 1225062-23-6 ]

CAS No. :1225062-23-6
Formula : C5H6BrN5O
M.W : 232.04
SMILES Code : O=C(C1=NC(Br)=CN=C1N)NN
MDL No. :MFCD11045628

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Application In Synthesis of [ 1225062-23-6 ]

* 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 [ 1225062-23-6 ]

[ 1225062-23-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 210963-04-5 ]
  • [ 1225062-23-6 ]
  • [ 1232424-08-6 ]
YieldReaction ConditionsOperation in experiment
53% With triethylamine; In N,N-dimethyl-formamide; at 20℃; for 18.5h; Preparation 10. Synthesis of tert-butyl N-[[4-[5-(3-amino-6-bromo-pyrazin-2-yl)-l,3,4- oxadiazol-2-yl] phenyl]methyl]-N-methyl-carbamate[00223] Step 1 : 3-amino-6-bromo-pyrazine-2-carbohydrazide (12.91 g, 55.64 mmol), 4- [[tert-butoxycarbonyl (methyl)amino]methyl]benzoic acid (14.76 g, 55.64 mmol) and triethylamine (12.39 g, 17.07 mL, 122.4 mmol) were suspended in N,N-dimethylformamide (200 mL) and stirred at ambient temperature for 30 minutes. A further 3-amino-6-bromo- pyrazine-2-carbohydrazide (3 g, 12.93 mmol) was added and left to stir for 18 hours at ambient temperature. The reaction mixture was concentrated in vacuo to remove most of the N,N-dimethylformamide. The residue was then diluted with ethyl acetate and water. The organic layer was separated and washed with saturated aqueous sodium bicarbonate solution followed by a brine wash. The organic extracts were dried over MgS04, filtered and concentrated in vacuo to a yellow sticky solid. The solid was triturated with ethyl acetate to give a beige solid (this is the hydrazide starting material), the crude mother liquors were concentrated and purified by column chromatography (ISCO Companion XL, 330 g gold column) dry loaded and eluted with 30 to 70% ethyl acetate/petroleum ether to give a yellow sticky gum. This gum was then crystallised from petroleum ether to give tert-butyl 4-(2-(3- amino-6-bromopyrazine-2-carbonyl)hydrazinecarbonyl)benzyl(methyl)carbamate as a yellow powder (14.16 g, 53% yield). 1H NMR (400 MHz, DMSO-d6) delta 1.16 - 1.20 (m, 1H), 1.38 - 1.45 (br d, 9H), 2.80 (br s, 3H), 4.02 - 4.04 (m, 1H), 4.45 (s, 2H), 7.34 (d, 2H), 7.69 (br s, 2H), 7.89 (d, 2H), 8.44 (s, 1H) ppm.
 

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