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Chemical Structure| 870706-56-2 Chemical Structure| 870706-56-2

Structure of 870706-56-2

Chemical Structure| 870706-56-2

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Product Details of [ 870706-56-2 ]

CAS No. :870706-56-2
Formula : C9H11ClN2O3
M.W : 230.65
SMILES Code : CN(OC)C(C1=CC(OC)=NC(Cl)=C1)=O

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Application In Synthesis of [ 870706-56-2 ]

* 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 [ 870706-56-2 ]

[ 870706-56-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 15855-06-8 ]
  • [ 1117-97-1 ]
  • [ 870706-56-2 ]
YieldReaction ConditionsOperation in experiment
With 1,1'-carbonyldiimidazole; Example 33; Synthesis of 2-chloro-6-methoxy-4-acetylpyridine; [0132] The <strong>[15855-06-8]2-chloro-6-methoxyisonicotinic acid</strong> of Example 34 was then converted to the Weinreb amide by reaction with 1, 1'-carbonyldiimidazole and N, O- dimethylhydroxylamine. Reaction of the Weinreb amide with methylmagnesium iodide gave the desired 2-chloro-6-methoxy-4-acetylpyridine in 85 % yield.
  • 2
  • [ 15855-06-8 ]
  • [ 6638-79-5 ]
  • [ 870706-56-2 ]
YieldReaction ConditionsOperation in experiment
60% With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In dichloromethane; at 20℃; for 18h;Inert atmosphere; 2-Chloro-6-methoxyisonicotinic acid (1 .00 g, 5.33 mmol) and N-Methoxymethylamine hydrochloride (572 mg, 5.86 mmol) were dissolved in DCM (20 ml_) and triethylamine (2.23 ml_, 16.0mmol), HBTU (2.22 g, 5.86 mmol) was added and the resulting solution was stirred at room temperature under nitrogen for 18 hours. The reaction mixture was washed with saturated NaHCO3 aq (20 ml_), the aqueous layer was extracted with DCM (3 x 15 ml_) and the combined organic layers were washed with brine (20 ml_), dried over MgSO and evaporated to obtain a colourless oil. The residue was purified by silica gel column chromatography eluting with 80:20-60:40 heptane:ethyl acetate to afford the title compound as a colourless oil (736 mg, 60%). 1H NMR (400 MHz, CDCI3): delta ppm 3.35 (s, 3H), 3.60 (s, 3H), 3.95 (s, 3H), 6.85 (d, 1 H), 7.10 (d, 1 H)
 

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