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Chemical Structure| 83217-23-6 Chemical Structure| 83217-23-6

Structure of 83217-23-6

Chemical Structure| 83217-23-6

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Product Details of [ 83217-23-6 ]

CAS No. :83217-23-6
Formula : C10H5Cl2N3O2
M.W : 270.07
SMILES Code : O=[N+](C1=CC=C(C2=NC(Cl)=CC(Cl)=N2)C=C1)[O-]

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Application In Synthesis of [ 83217-23-6 ]

* 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 [ 83217-23-6 ]

[ 83217-23-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 83217-23-6 ]
  • [ 33024-60-1 ]
  • [ 1250868-19-9 ]
  • [ 1250868-18-8 ]
YieldReaction ConditionsOperation in experiment
25% 500 mg, 1.85 mmol) in dichloromethane (25 ml_) to give a white suspension. Tetrahydro-2H- pyan-4-amine, HCI (280 mg, 2.04 mmol) was added followed by addition of triethylamine (0.11 ml_, 5.55 mmol). The mixture was stirred at room temperature for 19 hours and was then heated under reflux for 21 hour. Excess potassium carbonate was added and heating under reflux was continued for 6 hours. The mixture was cooled to room temperature and stirred at room temperature for 2 weeks. LCMS showed formation of the expected product 6-chloro-2-(4- nitrophenyl)-N-(tetrahydro-2H-pyran-4-yl)pyrimidin-4-amine along with the N,N-diethylamine product 6-chloro-N,N-diethyl-2-(4-nitrophenyl)pyrimidin-4-amine. The mixture was diluted with dichloromethane and washed with saturated NaHCO3. The organic phase was dried (MgSO4), filtered and concentrated. The crude product was purified by silica gel chromatography (20-60percent ethyl acetate in hexanes) to give two products: 6-chloro-2-(4-nitrophenyl)-N-(tetrahydro-2H- pyran-4-yl)pyrimidin-4-amine: 152 mg (25percent) of a yellow solid. HRMS: 335.0909 [M+H]+. For [M+H]+ mass error = 0.4 mDa or 1.15 ppm. 6-chloro-N,N-diethyl-2-(4-nitrophenyl)pyrimidin-4- amine: 72 mg. HRMS: 307.0962 [M+H]+. For [M+H]+ mass error = 0.5 mDa or 1.73 ppm.
 

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