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Chemical Structure| 884660-47-3 Chemical Structure| 884660-47-3

Structure of 884660-47-3

Chemical Structure| 884660-47-3

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Product Details of [ 884660-47-3 ]

CAS No. :884660-47-3
Formula : C5H4FIN2
M.W : 238.00
SMILES Code : NC1=NC(F)=C(I)C=C1
MDL No. :MFCD09032812
InChI Key :BCOJWGIXSPPNSA-UHFFFAOYSA-N
Pubchem ID :11514211

Safety of [ 884660-47-3 ]

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

Application In Synthesis of [ 884660-47-3 ]

* 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 [ 884660-47-3 ]

[ 884660-47-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1597-32-6 ]
  • [ 884660-47-3 ]
YieldReaction ConditionsOperation in experiment
84% With N-iodo-succinimide; In acetonitrile; at 10 - 20℃; for 1.5h; A mixture of <strong>[1597-32-6]6-fluoropyridin-2-amine</strong> (5.0 g, 45 mmol, Combi-Blocks) and N- iodosuccinimide (10.5 g, 46.8 mmol) in acetonitrile (50 mL) was stirred at 10 C for 30 min and then at room temperature for 1 h. The reaction mixture was concentrated, and the residue was diluted with water. The precipitated solid was filtered and purified by flash column chromatography eluting with 0 % to 30 % EtOAc in petroleum ether to provide 6-fluoro-5-iodopyridin-2-amine (8.9 g, 37mmol, 84 % yield) as brown solid. 1H NMR (300 MHz, DMSO-d6): d ppm 7.74 (t, J=8.8 Hz, 1 H), 6.53 (s, 2 H), 6.19 (dd, J=8.3, 2.3 Hz, 1 H). m/z (ESI): 238.9 (M+H)+.
36.7 g With N-iodo-succinimide; In N,N-dimethyl-formamide; at 20℃; for 3h;Cooling with ice; N-iodosuccinimide (56.5 g) was added in multiple portions (3 portions) to a solution of <strong>[1597-32-6]6-fluoro-2-pyridinamine</strong> (25.6 g) in N,N-dimethylformamide (200 mL) under ice cooling. The mixture was stirred at room temperature for 3 hours, and thereafter, to the reaction liquid, city water (0.5 L) was added. The mixture was extracted three times with ethyl acetate/hexane (1/1, 300 mL), and the organic layer was washed with saturated sulfurous acid aqueous solution (0.5 L), saturated sodium carbonate aqueous solution (0.5 L, twice), city water (0.5 L) and saturated saline (0.5 L), was dried, and thereafter, was concentrated. To the obtained residue, hexane/ethyl acetate (3/1, 150 mL) was added, and the slurry was washed at room temperature, and was filtrated. The obtained solid was dried to give the title compound (36.7 g) having the following physical property. TLC: Rf 0.56 (ethyl acetate : hexane = 1 : 2).
36.7 g With N-iodo-succinimide; In N,N-dimethyl-formamide; at 20℃; for 3h;Cooling with ice; N-iodosuccinimide (56.5 g) was added in multiple portions (3 portions) to a solution of <strong>[1597-32-6]6-fluoro-2-pyridinamine</strong> (25.6 g) in N,N-dimethylformamide (200 mL) under ice cooling. The mixture was stirred at room temperature for 3 hours, and thereafter, to the reaction liquid, city water (0.5 L) was added. The mixture was extracted three times with ethyl acetate/hexane (1/1, 300 mL), and the organic layer was washed with saturated sulfurous acid aqueous solution (0.5 L), saturated sodium carbonate aqueous solution (0.5 L, twice), city water (0.5 L) and saturated saline (0.5 L), was dried, and thereafter, was concentrated. To the obtained residue, hexane/ ethyl acetate (3/1, 150 mL) was added, and the slurry was washed at room temperature, and was filtrated. The obtained solid was dried to give the title compound (36.7 g) having the following physical property. TLC: Rf 0.56 (ethyl acetate : hexane = 1 : 2).
 

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