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Chemical Structure| 4359-87-9 Chemical Structure| 4359-87-9

Structure of 4359-87-9

Chemical Structure| 4359-87-9

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Product Details of [ 4359-87-9 ]

CAS No. :4359-87-9
Formula : C4Cl3N3O2
M.W : 228.42
SMILES Code : O=[N+](C1=C(Cl)N=C(Cl)N=C1Cl)[O-]
MDL No. :MFCD00091516
InChI Key :QGFWFWSBFMRDNP-UHFFFAOYSA-N
Pubchem ID :4297843

Safety of [ 4359-87-9 ]

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

Application In Synthesis of [ 4359-87-9 ]

* 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 [ 4359-87-9 ]

[ 4359-87-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 280-13-7 ]
  • [ 4359-87-9 ]
  • [ 1250867-75-4 ]
YieldReaction ConditionsOperation in experiment
80% With triethylamine; In dichloromethane; at 0 - 20℃; 2,4,6-Trichloro-5-nitropyrimidine (45, 1.43 g, 6.26 mmoles) was dissolved in dichloromethane and cooled to 0 C. A solution of 8-oxa-3-azabicyclo[3.2.1]octane (2, 0.934 g, 6.26 mmoles) in dichloromethane and triethylamine (0.873 ml_, 6.26 mmoles) was slowly added over 1 hour. The solution was allowed to stir at 0 C for 2 hours, then warmed to room temperature and stirred for an additional 16 hours. The reaction mixture was filtered, the filtrate was concentrated, dissolved in ethyl acetate, washed with 1 N hydrochloric acid, saturated sodium bicarbonate, brine, dried, and concentrated to provide 3-(2,6-dichloro-5-nitropyrimidin-4- yl)-8-oxa-3-azabicyclo[3.2.1]octane (46). Yield: 1.53 g (80%). HRMS; [M+H]+ Obs'd = 305.0200, [M+H]+ Calc'd = 305.0203.
  • 2
  • [ 4359-87-9 ]
  • [ 33024-60-1 ]
  • [ 1352625-52-5 ]
YieldReaction ConditionsOperation in experiment
49% With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78℃; for 2h; PREPARATION 114Teri-butyl 4-[2-chloro-8-oxo-9-(tetrahydro-2H-pyran-4-yl)-8,9-dihydro-7 y-purin-6- yl]piperazine-1 -carboxylate a) 2,6-Dichloro-5-nitro-/V-(tetrahydro-2H-pyran-4-yl)pyrimidin-4-amineDiisopropylethylamine (4.88 mL, 28.02 mmol) was added dropwise to a stirred suspension of 2,4,6-trichloro-5-nitropyridine (3.20 g, 14.01 mmol) and tetrahydro-2H- pyran-4-amine hydrochloride (prepared as described in WO200424728-A2, 1.93 g, 14.03 mmol) in methylene chloride (50 mL) at -78 °C. After stirring for 2 hours at -78 °C, the reaction mixture was allowed to warm to ambient temperature and water was added. The organic layer was separated, dried (MgS04), the solvent evaporated and the resulting crude was purified by flash cromatography (3:1 hexanes/ethyl acetate) to yield the title compound (2.0 g, 49percent) as a solid. LRMS (m/z): 293 (M+1)+ 1H NMR (300 MHz, CDCI3) delta ppm 7.71 (br. s., 1 H), 4.22 - 4.64 (m, 1 H), 4.03 (d, 2H), 3.57 (t, 2H), 2.03 (d, 2H), 1.60 - 1.76 (m, 2H).
 

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Related Functional Groups of
[ 4359-87-9 ]

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Related Parent Nucleus of
[ 4359-87-9 ]

Pyrimidines

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