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Chemical Structure| 106967-74-2 Chemical Structure| 106967-74-2

Structure of 106967-74-2

Chemical Structure| 106967-74-2

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Product Details of [ 106967-74-2 ]

CAS No. :106967-74-2
Formula : C9H9ClO3
M.W : 200.62
SMILES Code : O=C(Cl)COC1=CC=CC(OC)=C1
MDL No. :MFCD02295750

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Application In Synthesis of [ 106967-74-2 ]

* 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 [ 106967-74-2 ]

[ 106967-74-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 106967-74-2 ]
  • [ 112253-70-0 ]
  • C16H15BrN2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine; In dichloromethane; for 3h; 2-Amino-4-bromobenzonitrile was dissolved in 4: 1 AcOHZH2SO4 to form a suspension. The mixture was stirred for 4 h until it became clear and all starting material was consumed as monitored by LC-MS. The solution was poured into ice water and extracted by EtOAc three times. The combined organic layer was washed with brine and dried over Na2SO4. After filtration, the solvent was removed to provide 11-1. Substituted benzyloxy acetic acid (1.1 equiv) was treated with 2 M oxalyl chloride in DCM for 3 h and concentrated to give the corresponding acid chloride, which was then added to a stirred solution of 11-1 and pyridine (5 equiv) in DCM. The reaction mixture was stirred for 3 h until 11-1 was consumed as monitored by LC-MS. The precipitate was collected by filtration and was dried under vacuum to provide 11-2 as white solid. 11-2, potassium carbonate (4 equiv), boronic ester (1.5 equiv) and Pd(PPh3 )4( 10%) were dissolved in 4: 1 dioxane/water and sealed in a microwave tube. The reaction mixture was degassed and heated by microwave for 30min at 140 0C. The solvent was removed and the residue was subjected to preparative HPLC to provide product 11-3 as a TFA salt.
 

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