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Chemical Structure| 160948-35-6 Chemical Structure| 160948-35-6

Structure of 160948-35-6

Chemical Structure| 160948-35-6

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Product Details of [ 160948-35-6 ]

CAS No. :160948-35-6
Formula : C4H3ClN4O2
M.W : 174.55
SMILES Code : NC1=NC=C([N+]([O-])=O)C(Cl)=N1
MDL No. :MFCD21648457

Safety of [ 160948-35-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 160948-35-6 ]

* 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 [ 160948-35-6 ]

[ 160948-35-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 261953-36-0 ]
  • [ 160948-35-6 ]
  • [ 1394119-43-7 ]
YieldReaction ConditionsOperation in experiment
45% With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20℃; for 1.16667h;Cooling with ice; Step 1-Synthesis of 4-(6-iodo-1H-indazol-1-yl)-5-nitropyrimidin-2-amine To a solution of 6-iodo-1H-indazole (537 mg, 2.20 mmol) in DMF (16 mL) was added NaH (60% oil dispersion) (132 mg, 3.30 mmol) at 0 C. Mixture was stirred at RT for 10 min before addition of a portion of 6-chloro-5-nitro-1,6-dihydropyrimidin-2-amine (60% pure, 500 mg, 1.71 mmol). The mixture was stirred at RT for 20 min. Another portion of NaH (60% oil dispersion) (132 mg, 3.30 mmol) was added at RT. After 10 min, another portion of 6-chloro-5-nitro-1,6-dihydropyrimidin-2-amine (60% pure, 300 mg, 1.03 mmol) was added. Stirring continued for 30 min. The reaction mixture was cooled in an ice bath before quenching with water. The mixture was acidified by addition of 1 M aq HCl then the pH was adjusted to 8-9 by dropwise addition of saturated aq NaHCO3. The mixture was further diluted with water (20 mL) and extracted with EtOAc (20 mL*3). During the first extraction with EtOAc the insoluble solid was removed by suction filtration. The combined EtOAc layer was washed with water (20 mL), dried over Na2SO4 filtered and concentrated in vacuo to give the crude title compound: LC-MS (Method B): m/z=+382.9 (M+H)+, (purity=45%) This intermediate was used in the next step without further purification.
 

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