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Chemical Structure| 1383377-50-1 Chemical Structure| 1383377-50-1

Structure of 1383377-50-1

Chemical Structure| 1383377-50-1

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Product Details of [ 1383377-50-1 ]

CAS No. :1383377-50-1
Formula : C16H10F2N4
M.W : 296.27
SMILES Code : N#CC1=NC=CC(C2=CN(C)N=C2C3=CC=C(F)C=C3)=C1F

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Application In Synthesis of [ 1383377-50-1 ]

* 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 [ 1383377-50-1 ]

[ 1383377-50-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 669066-35-7 ]
  • [ 1286230-78-1 ]
  • [ 1383377-50-1 ]
YieldReaction ConditionsOperation in experiment
59% With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; caesium carbonate; In N,N-dimethyl-formamide; at 20 - 50℃;Inert atmosphere; Step 2: Preparation of 3-fluoro-4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)picolinonitrileEx 1-Step 1 product (14.5 g, 48 mmole) and <strong>[669066-35-7]3-fluoro-4-iodopicolinonitrile</strong> (9.92 g, 40.0 mmole) were combined in 100 mL DMF. and treated with Cs2CO3 (19.90 g, 61.2 mmole). The resulting suspension was sparged with nitrogen for 20 min and treated with tris(dibenzylideneacetone)dipalladium(0) (1.51 g, 1.6 mmole) in a single portion. The nitrogen sparging was continued for an additional 20 min, and stirring of the dark suspension was continued for 30 min at rt. The reaction was warmed to 50 C. for 6 hr and was allowed to cool to rt overnight. The thick slurry was added to 150 mL EtOAc, the suspension was diluted with 50 mL 50% saturated aqueous sodium chloride, then treated with DARCO, and stirred 1 hr at rt. The mixture was filtered through celite, the layers were separated, and the organic layer was washed with 3×30 mL 50% saturated aqueous NaCl. The organic layer was dried over anhydrous MgSO4 and was concentrated in vacuo to give 18 g of a pasty orange solid. The solid was dissolved in a minimum amount of CH2Cl2 loaded onto a 100 g SNAP cartridge, and the crude material was eluted over a 340 g SNAP cartridge with a 5-80% EtOAc/heptane gradient over 4.8 L. The appropriate fractions were combined and concentrated. During concentration, a white solid precipitated. This was collected to give 6.93 g (59%) of Ex 1-Step 2 product as a white solid: APCI MS m/z 297.0 (M+1); 1H NMR (400 MHz, CDCl3) delta 8.28 (d, J=5.1, 1H), 7.84 (d, J=2.9, 1H), 7.40 (dd, J=5.3, 2.2, 2H), 7.25 (dd, J=5.8, 4.9, 1H), 7.09 (dd, J=8.6, 8.6, 2H), 4.02 (s, 3H
  • 2
  • [ 399-88-2 ]
  • [ 1383377-50-1 ]
 

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