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Chemical Structure| 428854-24-4 Chemical Structure| 428854-24-4

Structure of 428854-24-4

Chemical Structure| 428854-24-4

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Product Details of [ 428854-24-4 ]

CAS No. :428854-24-4
Formula : C17H15FN8
M.W : 350.35
SMILES Code : NC1=NC(C2=NN(CC3=CC=CC=C3F)C4=NC=CC=C42)=NC(N)=C1N
MDL No. :MFCD22741544
InChI Key :RCKYXYXLIJBCOE-UHFFFAOYSA-N
Pubchem ID :11393973

Safety of [ 428854-24-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P280-P305+P351+P338-P310

Application In Synthesis of [ 428854-24-4 ]

* 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 [ 428854-24-4 ]

[ 428854-24-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 558-42-9 ]
  • [ 32315-10-9 ]
  • [ 428854-24-4 ]
  • [ 1356002-34-0 ]
YieldReaction ConditionsOperation in experiment
Example 7A 1-Chloro-2-methylpropan-2-yl {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate 175 mul (1.713 mmol) of 1-chloro-2-methyl-2-propanol were initially charged in 6 ml of dichloromethane, 169 mg (0.571 mmol) of bis(trichloromethyl) carbonate were added and the mixture was cooled to 0° C. Thereafter, 110 mul (1.37 mmol) of pyridine were added dropwise and the mixture was stirred at 0° C. for 30 min. Subsequently, 400 mg (1.142 mmol) of the compound from example 1A were added, and then 2.93 ml (36.26 mmol) of pyridine. The mixture was stirred at 0° C. for a further 30 min. Then a separate flask was initially charged with 87 mul (0.856 mmol) of 1-chloro-2-methyl-2-propanol in 3 ml of dichloromethane, and 85 mg (0.285 mmol) of bis(trichloromethyl) carbonate were added. After adding 55 mul (0.685 mmol) of pyridine, the mixture was stirred at 0° C. for 30 min and the solution thus prepared was added to the mixture described above. After stirring at 0° C. for a further 30 min, the reaction was stopped by addition of 10 ml of saturated aqueous sodium hydrogencarbonate solution and extracted three times with dichloromethane. The combined organic phases were dried with sodium sulfate and concentrated under reduced pressure. This gave 500 mg (84percent of theory) of the title compound, which were used without further purification in the subsequent experiments. LC-MS (method 2): Rt=0.86 min; MS (EIpos): m/z=485 (M+H)+.
  • 2
  • [ 50461-74-0 ]
  • [ 428854-24-4 ]
  • [ 1361569-68-7 ]
YieldReaction ConditionsOperation in experiment
22% In ethanol; for 48h;Reflux; Example 93 4-Amino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-propylpteridin-7(8H)-one 250 mg (0.714 mmol) of the compound from example 1A were initially charged in ethanol (3.0 ml), then 113 mg (0.785 mmol) of <strong>[50461-74-0]ethyl 2-oxopentanoate</strong> were added and the reaction mixture was heated to reflux for two days. The reaction mixture was brought to RT and filtered. The solids were washed with ethanol, then suspended in dimethylformamide, and the mixture was left to stand overnight. Thereafter, the supernatant solution was decanted and discarded. The remaining residue was stirred repeatedly with methanol and the supernatant solution was discarded each time. The residue was dried under high vacuum and, after lyophilization, 69 mg (22% of theory) of the title compound were obtained in solid form. LC-MS (method 2): Rt=1.02 min MS (ESIpos): m/z=431 (M+H)+ 1H NMR (400 MHz, DMSO-d6): δ=0.97 (t, 3H), 1.70-1.81 (m, 2H), 2.69-2.76 (m, 2H), 5.84 (s, 1H), 7.11-7.27 (m, 3H), 7.33-7.45 (m, 3H), 7.88 (br. s, 1H), 8.63-8.68 (m, 1H), 9.14-9.20 (m, 1H), 12.73 (s, 1H).
 

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