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Chemical Structure| 18520-07-5 Chemical Structure| 18520-07-5

Structure of 18520-07-5

Chemical Structure| 18520-07-5

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Product Details of [ 18520-07-5 ]

CAS No. :18520-07-5
Formula : C9H5Cl2N3
M.W : 226.06
SMILES Code : N#CC1=C(CC)C(C#N)=C(Cl)N=C1Cl

Safety of [ 18520-07-5 ]

Application In Synthesis of [ 18520-07-5 ]

* 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 [ 18520-07-5 ]

[ 18520-07-5 ] Synthesis Path-Downstream   1~2

  • 1
  • 2-amino-2-oxo-1-phenylethyl methanesulfonate [ No CAS ]
  • [ 5325-64-4 ]
  • [ 18520-07-5 ]
  • 2-((6-((2-amino-2-oxoethyl)(methyl)amino)-3,5-dicyano-4-ethylpyridin-2-yl)thio)-2-phenylacetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% To a suspension of 2,6-dichloro-4-ethylpyridine-3,5-dicarbonitrile (synthesis described in example 3, step 2, 1.7 g, 7.52 mmol) in ethanol (30 mL) mechanically stirring at -20 C was added a solution of 2-(methylamino)acetamide, Hydrochloride (1.0 g, 8.03 mmol) and Et3N (2.17 mL, 15.57 mmol) in ethanol (30 mL). The reaction mixture was then stirred at -20 C for 45 minutes. To the reaction mixture was then added potassium ethanethioate (1.3 g, 11.38 mmol) and Et3N (2.62 mL, 18.80 mmol). The heterogeneous reaction mixture was then warmed to 40 C and stirred at the same temperature. After stirring overnight at 40 C, the reaction mixture was cooled to room temperature. To the room temperature reaction mixture was added 2-amino-2-oxo-1-phenylethyl methanesulfonate (synthesis described in example 3, step 5, 2.6 g, 11.34 mmol). The reaction was warmed to 40 C and stirred at the same temperature for 3.5 hours. The reaction mixture cooled to 20 C and then was filtered. The solid was then washed with 300 mL of EtOH, followed by 300 mL of water. The resulting white solid was then again washed with EtOH (200 mL) followed by 100 mL of Et2O. The solid was then dried in the vacuum oven overnight to obtain 2-((6-((2-amino-2- oxoethyl)(methyl)amino)-3,5-dicyano-4-ethylpyridin-2-yl)thio)-2-phenylacetamide (1.53 g, 3.75 mmol, 50% yield) as a white solid. LCMS m/z = 409.3 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta ppm 7.83 (s, 1H), 7.62 (s, 1H), 7.47-7.53 (m, 2H), 7.32-7.42 (m, 5H), 5.59 (s, 1H), 4.52 (d, J=17.49 Hz, 1H), 4.29 (d, J=17.24 Hz, 1H), 3.39 (s, 3H), 2.77 (q, J=7.60 Hz, 2H), 1.21 (t, J=7.48 Hz, 3H)
  • 2
  • [ 18520-07-5 ]
  • [ 59702-07-7 ]
  • 2-chloro-4-ethyl-6-(4-methyl-3-oxopiperazin-1-yl)pyridine-3,5-dicarbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With triethylamine; In N,N-dimethyl-formamide; at 20℃; for 0.5h; A solution of 2,6-dichloro-4-ethylpyridine-3,5-dicarbonitrile (synthesis described in example 3 step 2, 226 mg, 1.000 mmol), <strong>[59702-07-7]1-<strong>[59702-07-7]methylpiperazin-2-one</strong></strong> (114 mg, 1.000 mmol) and triethylamine (0.167 mL, 1.200 mmol) in N,N-dimethylformamide (8 mL) was stirred at room temperature for 30 minutes. The reaction mixture was poured into water (50 mL), and extracted with ethyl acetate (50 mL x 2), the combined organic layers were dried, concentrated to give desired product (270 mg, 89percent yield) as a white solid. LCMS m/z = 304.0 [M+H]+.
 

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