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Chemical Structure| 405230-78-6 Chemical Structure| 405230-78-6

Structure of 405230-78-6

Chemical Structure| 405230-78-6

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Product Details of [ 405230-78-6 ]

CAS No. :405230-78-6
Formula : C5H3ClF2N2
M.W : 164.54
SMILES Code : NC1=C(Cl)C(F)=NC(F)=C1
MDL No. :MFCD18800801

Safety of [ 405230-78-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301+H311-H411
Precautionary Statements:P273-P280-P312
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 405230-78-6 ]

* 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.

  • Upstream synthesis route of [ 405230-78-6 ]

[ 405230-78-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 2840-00-8 ]
  • [ 63489-58-7 ]
  • [ 405230-78-6 ]
YieldReaction ConditionsOperation in experiment
57% With hydrogen; triethylamine In ethanol for 18 h; 4-Amino-3-chloro-2,6-difluoropyridine (6) and 4-amino-2,6-difluoropyridine (7). A suspension of 19.9 g (100 mmol) of 5, 2.2 g of 10percent Pd/C and 27 mL (190 mmol) of triethylamine in 100 mL of anhydrous ethanol was hydrogenated at 50 psi in a Parr hydrogenation apparatus overnight (about 18 h). The catalyst was filtered and carefully washed with ethanol. The combined filtrate and washings were evaporated to dryness in vacuo. The residue was partitioned between ether and water, and the water layer was extracted with ether. The combined ether layers were dried (MgSO4) and concentrated to dryness. The residue was dissolved in ethanol and the solution was treated with 50 g of silica gel. The solvent was removed in vacuo to give a powder, which was purified by silica gel column chromatography, eluted with CH2Cl2 to afford 9.4 g (57percent) of 6 and 4.3 g (33percent) of 7. [0129] Compound 6 was isolated as a white solid: mp 8485° C.; TLC, Rf 0.55 (CH2Cl2); 1H NMR (CDCl3) δ 5.15 (br s, 2H, NH2, D2O exchangeable), 6.20 (s, 1H, 5-H). Analysis calculated for C5H3ClF2N2: C, 36.49; H, 1.84; N, 17.02. Found: C, 36.78; H, 2.09; N, 16.89. [0130] Compound 7 was isolated as a white solid: mp 126-128° C. (Lit., Secrist, et al., J. Med. Chem. 1988 31, 405-410 mp 125-127° C.); TLC, Rf 0.37 (CH2Cl2); 1H NMR (DMSO-d6) δ 6.00 (s, 2H, 3- and 5-H), 6.70 (br s, 2H, NH2, D2O exchangeable). Analysis calculated for C5H4F2N2: C, 46.16; H, 3.10; N, 21.54. Found: C, 46.01; H, 3.39; N, 21.29.
References: [1] Nucleosides, Nucleotides and Nucleic Acids, 2001, vol. 20, # 12, p. 1975 - 2000.
[2] Patent: US2004/116362, 2004, A1, . Location in patent: Page/Page column 11; Figure 11.
  • 2
  • [ 1737-93-5 ]
  • [ 63489-58-7 ]
  • [ 2840-00-8 ]
  • [ 405230-78-6 ]
References: [1] Journal of Fluorine Chemistry, 2004, vol. 125, # 12, p. 1829 - 1834.
 

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