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Chemical Structure| 323594-39-4 Chemical Structure| 323594-39-4

Structure of 323594-39-4

Chemical Structure| 323594-39-4

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Product Details of [ 323594-39-4 ]

CAS No. :323594-39-4
Formula : C8H5BrClNOS
M.W : 278.55
SMILES Code : ClC1=CC=C(C2=CC(CBr)=NO2)S1

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Application In Synthesis of [ 323594-39-4 ]

* 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 [ 323594-39-4 ]

[ 323594-39-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 394223-02-0 ]
  • [ 323594-39-4 ]
  • 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.195 g (1.1 mmol) of <strong>[394223-02-0]1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methyl ester</strong> was dissolved in 4 ml of DMF and 48.7mg (1.2 mmol) of sodium hydride (60% in mineral oil) was added. The reaction was stirred at RT for 20 min, cooled to -78C then 324 mg (1.2 mmol) of 3-bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazole [prepared by adopting a procedure described by Ewing, William R.; Becker, Michael R.; Choi-Sledeski, Yong Mi; Pauls, Heinz W.; He, Wei; Condon, Stephen M.; Davis, Roderick S.; Hanney, Barbara A.; Spada, Alfred P.; Burns, Christopher J.; Jiang, John Z.; Li, Aiwen; Myers, Michael R.; Lau, Wan F.; Poli, Gregory B; PCT Int. Appl. (2001) 460 pp. WO 0107436 A2] was added. The reaction was allowed to warm to RT overnight. 0.3 ml of 2N aqueous sodium hydroxide was added and the reaction was stirred at RT for 24 h. The product was purified by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid). After lyophilization the product was obtained as a solid. Yield 280 mg. MS (TOF MS ES+): m/e = 359 (M+).
 

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