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Chemical Structure| 653-13-4 Chemical Structure| 653-13-4

Structure of 653-13-4

Chemical Structure| 653-13-4

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Product Details of [ 653-13-4 ]

CAS No. :653-13-4
Formula : C8H5ClF2O
M.W : 190.57
SMILES Code : O=C(C1=CC=CC=C1Cl)C(F)F

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Application In Synthesis of [ 653-13-4 ]

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  • Downstream synthetic route of [ 653-13-4 ]

[ 653-13-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 5847-59-6 ]
  • [ 653-13-4 ]
  • [ 83189-97-3 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 7; 2-Difluoromethoxy-N-(3-piperazin-1-yl-4-difluoromethoxy-phenyl)-benzenesulfonamide TrifluoroacetateThe compound was prepared starting from commercially available <strong>[5847-59-6]2-bromo-4-nitrophenol</strong>, which was reacted with 2-chloro-2,2-difluoroacetophenone (J. Hu et al., J. Org. Chem., 2006, 71, 9845) to yield 2-bromo-1-difluoromethoxy-4-nitro-benzene. Subsequent Buchwald-Hartwig coupling of 2-bromo-1-difluoromethoxy-4-nitro-benzene with tert.butyloxycarbonyl-piperazine by analogy to preparation example 3.1, reduction of the nitro group to the corresponding aniline by analogy to preparation example 3.2, subsequent coupling with commercially available 2-difluoromethoxybenzene-sulfonylchloride by analogy to preparation example 1.4, and final deprotection under acidic conditions by analogy to example 1 yielded the title compound.ESI-MS:450.1 [M+H]+ 1H-NMR (DMSO-d6, 400 Hz): delta [ppm] 10.4 (s, 1H), 8.7 (s, broad, 2H), 7.9 (d, 1H), 7.7 (t, 1H), 7.4 (m, 2H), 7.3 (t, 1H), 7.0 (t, 1H), 7.0 (d, 1H), 6.8 (s, 1H), 6.75 (d, 1H), 3.2 (broad, 4H), 3.0 (broad, 4H).
 

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