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Chemical Structure| 1257832-13-5 Chemical Structure| 1257832-13-5

Structure of 1257832-13-5

Chemical Structure| 1257832-13-5

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Product Details of [ 1257832-13-5 ]

CAS No. :1257832-13-5
Formula : C14H15Br2NO
M.W : 373.08
SMILES Code : COC1=C2C=C(Br)C=NC2=C(Br)C=C1C(C)(C)C
MDL No. :MFCD22571350

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Application In Synthesis of [ 1257832-13-5 ]

* 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 [ 1257832-13-5 ]

[ 1257832-13-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1257832-13-5 ]
  • [ 380430-57-9 ]
  • [ 1257830-36-6 ]
YieldReaction ConditionsOperation in experiment
57% With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In methanol; dichloromethane; at 120℃; for 1h;microwave irradiation; sealed tube; step 2-; A vial was charged with 74a (850 mg, 2.27 mmol), 25 (539 mg, 2.5 mmol), Pd(PPh3)4 (263 mg, 0.227 mmol), Na2CO3 (725 mg, 6.83 mmol), MeOH (8 mL) and DCM (5 mL), sealed and irradiated in a microwave synthesizer at 120 C. for 1 h. The reaction mixture was cooled to RT and diluted with EtOAc. The organic layer was washed with water, dried (MgSO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with EtOAc to afford 600 mg (57%) of 74b as a white off solid: MS (ES) (M+H)+=464.
  • 2
  • [ 1257832-13-5 ]
  • [ 380430-57-9 ]
  • [ 1257832-98-6 ]
YieldReaction ConditionsOperation in experiment
54% With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In methanol; water; toluene; at 115℃; for 1.5h;sealed tube; Inert atmosphere; step 4-; A 2-5 mL microwave tube was charged with 112c (1 g, 2.69 mmol), 25 (578 mg, 2.69 mmol), Na2CO3 (855 mg, 8.06 mmol) MeOH (7.14 mL), toluene (3.57 mL) and H2O (1.79 mL). The mixture was degassed with argon for 10 min then Pd(PPh3)4 (155 mg, 134 mumol) was added. Degassing was continued for another 5 min then the vial was sealed and heated thermally for 1.5 h at 115 C. The mixture was cooled, partitioned between EtOAc and water and the aqueous phase was neutralized with 1N HCl. The organic layer was separated, washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 chromatography and eluted with an EtOAc/hexane gradient (20 to 50% EtOAc) to afford 0.67 g (54%) of 114 as a white solid.
 

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