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[ CAS No. 1191028-48-4 ]

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Chemical Structure| 1191028-48-4
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Product Details of [ 1191028-48-4 ]

CAS No. :1191028-48-4 MDL No. :MFCD22628142
Formula : C8H5BrClN Boiling Point : -
Linear Structure Formula :- InChI Key :YCQQCNILVIDAPA-UHFFFAOYSA-N
M.W :230.49 Pubchem ID :19918927
Synonyms :

Safety of [ 1191028-48-4 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1191028-48-4 ]

* 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.

  • Upstream synthesis route of [ 1191028-48-4 ]
  • Downstream synthetic route of [ 1191028-48-4 ]

[ 1191028-48-4 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 16588-26-4 ]
  • [ 1826-67-1 ]
  • [ 1191028-50-8 ]
  • [ 1191028-48-4 ]
YieldReaction ConditionsOperation in experiment
9.7%
Stage #1: at -40℃; for 1 h;
Stage #2: With ammonium chloride In tetrahydrofuran; water at -40 - 20℃;
A 1.0 M solution of vinylmagnesium bromide in TηF (0.13 L, 130 mmol) is added slowly to 10 g (43 mmol) of 3-bromo-4-chloro-nitrobenzene in 140 mL of TηF at -40 °C. The mixture is stirred at -40 C for an additional hour when aqueous NH4Cl is added. The mixture is allowed to warm to rt, and then is extracted with EtOAc. The extract is washed with brine, dried over MgSO4, filtered, concentrated, and purified twice by chromatography (33percent EtOAc in hexanes) to provide 0.95 g (9.7percent) of 4-bromo-5-chloro-lH-indole and 0.77 g (7.9percent) of 6- bromo-5-chloro-lH-indole. Each of the indole products is separately treated with 1.1 equivalents of BoC2O and 0.2 equivalents of DMAP in MeCN. The mixtures are <n="128"/>concentrated and the residues chromatographed (10percent EtOAc in hexanes) to provide 1-011 (32percent) and 1-012 (48percent).
Reference: [1] Patent: WO2009/126675, 2009, A1, . Location in patent: Page/Page column 125
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