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Chemical Structure| 1227089-74-8 Chemical Structure| 1227089-74-8

Structure of 1227089-74-8

Chemical Structure| 1227089-74-8

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Product Details of [ 1227089-74-8 ]

CAS No. :1227089-74-8
Formula : C7H5Cl2N3
M.W : 202.04
SMILES Code : CN1N=CC2=C(Cl)C=C(Cl)N=C21
MDL No. :MFCD20483057

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Application In Synthesis of [ 1227089-74-8 ]

* 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 [ 1227089-74-8 ]

[ 1227089-74-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1227089-74-8 ]
  • [ 957121-05-0 ]
  • [ 1227089-77-1 ]
YieldReaction ConditionsOperation in experiment
20% With potassium acetate;tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl-formamide; acetonitrile; at 125.0℃; for 0.333333h;Inert atmosphere; Microwave irradiation; Example 7 3-(4-Chloro-l-methyl-lH-pyrazolo[3,4-b]pyridin-6-yl)-2- fluorobenzonitrile 15[00205] Potassium acetate (4mL, IM, 4 mmol) was added to a mixture of 4,6-dichloro- l-methyl-lH-pyrazolo[3,4-delta]pyridine 5 (0.115 g, 0.569 mmol), 3-cyano-2- fluorophenylboronic acid 14 (0.075 g, 0.455 mmol) in DMF (2 mL) and acetonitrile (2 mL). Nitrogen was bubbled through the mixture followed by the addition of 10 mole % tetrakis(triphenylphosphine) palladium (0) and the reaction was heated at 125 0C in a microwave for 20 minutes. Solvent was removed, and the residue was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution and brine (15 mL). The organic portions were pooled and dried over anhydrous sodium sulfate and the solvent was removed. The crude material was purified by reverse phase chromatography (Biotage) using ethyl acetate and hexanes as solvents to give 15 as white solid (0.035 g, 20%)
  • 2
  • [ 1083326-75-3 ]
  • [ 1227089-74-8 ]
  • N-[5-(4-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-2-methoxypyridin-3-yl]methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; acetonitrile; at 80℃; for 0.5h; A 2 L round three necked flask fitted with an overhead stirrer was charged with 4,6-dichloro-1-methyl-1H-pyrazolo[3,4-b]pyridine (20?g, 99.0?mmol), <strong>[1083326-75-3]N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methanesulfonamide</strong> (32.5?g, 99.0?mmol), Tetrakis(triphenylphosphine)palladium (5.8?g, 5.0?mmol), Na2CO3 (36.7?g, 346.3?mmol), H2O (480?mL), dioxane (160?mL) and MeCN (160?mL). The resulting suspension was heated to 80?C. After 30?min, the mixture was cooled to room temperature. Water (300?mL) and CHCl3 (1.0?L) were added to the mixture, and the organic layer was separated and dried with Na2SO4, concentrated at reduced pressure. The resulting residue was dissolved in AcOEt (500?mL), and the mixture was stirred at room temperature for 20?min. The resulting precipitate was collected by filtration and washed with AcOEt (200?mL) to give the desired compound as a pale orange solid (24.3?g, 67%). 1H-NMR (DMSO-d6) delta 3.11 (3H, s), 4.02 (3H, s), 4.12 (3H, s), 8.00 (1H, s), 8.24 (1H, s), 8.46 (1H, d, J?=?2.3?Hz), 8.86 (1H, d, J?=?2.3?Hz), 9.41 (1H, s); ESI-MS m/z 368.0 [(M+H)+].
 

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