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Chemical Structure| 1400975-00-9 Chemical Structure| 1400975-00-9

Structure of 1400975-00-9

Chemical Structure| 1400975-00-9

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Product Details of [ 1400975-00-9 ]

CAS No. :1400975-00-9
Formula : C11H8FNO
M.W : 189.19
SMILES Code : OC1=CC=CC(C2=CC=C(F)N=C2)=C1
MDL No. :MFCD28338156

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Application In Synthesis of [ 1400975-00-9 ]

* 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 [ 1400975-00-9 ]

[ 1400975-00-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1480-65-5 ]
  • [ 108-43-0 ]
  • [ 1400975-00-9 ]
YieldReaction ConditionsOperation in experiment
78% General procedure: To an oven dried glass vessel capable of being sealed with a Teflon cap (for microwave vials) was added XPhos?Pd-G2 (11.8mg, 15mumol), XPhos (14.3mg, 30mumol), B2(OH)4 (203mg, 2.25mmol), KOAc (441mg, 4.5mmol), and halide (only if a solid). The vessel was sealed, evacuated, and filled with an inert gas (4×). EtOH (15mL, degassed) was added via syringe followed by the addition of ethylene glycol (280mg, 250muL, 4.5mmol) and the halide (1.5mmol) in a similar manner (if applicable). The reaction was heated to the specified temperature until the starting material was consumed (as monitored by GC). The reaction was cooled, and a needle attached to a manifold under an inert atmosphere was inserted into the septum, and 3equiv of degassed K3PO4 (1M, 4.5mL, 4.5mmol) was added via syringe, and the reaction was allowed to sit for 5min. Then the second halide was added in a similar manner (as a solution in 500muL of degassed EtOH or THF if a solid). The manifold needle was removed, and the reaction was heated to the specified temperature for 24h. The reaction was cooled to rt and filtered through a very thin pad of Celite, eluting with 5×10mL of EtOAc, and then concentrated. The crude reaction was dissolved in EtOAc (10mL), transferred to a separatory funnel, and then saturated NaHCO3 (10mL) was added. The aqueous layer was extracted with EtOAc (3×5mL). The combined organics were dried (Na2SO4), filtered, and concentrated. The desired compound was purified by silica gel column chromatography, eluting with EtOAc/hexane.
 

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