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Chemical Structure| 1415226-39-9 Chemical Structure| 1415226-39-9

Structure of 1415226-39-9

Chemical Structure| 1415226-39-9

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Product Details of [ 1415226-39-9 ]

CAS No. :1415226-39-9
Formula : C13H9ClN2O
M.W : 244.68
SMILES Code : N#CC1=NC=C(C2=CC=CC(Cl)=C2)C=C1OC

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Application In Synthesis of [ 1415226-39-9 ]

* 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 [ 1415226-39-9 ]

[ 1415226-39-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 1415226-39-9 ]
  • [ 1415226-40-2 ]
YieldReaction ConditionsOperation in experiment
89% at 102 - 104℃; for 42 h; Inert atmosphere A 20 L reactor equipped with a mechanical stirrer, condenser, thermometer, nitrogen inlet and 25percent aqueous NaOH trap was charged 5-(3-chlorophenyl)-3-methoxy-2-cyanopyridine, 2, (440.6 g, 1.8 mol) and 37percent aqueous solution of HCl (5302 g). While being agitated, the reaction solution was heated to 102° C. for 24 hours. Additional 37percent aqueous HCl (2653 g) was added followed by agitation for 18 hours at 104° C. The reaction contents was then cooled to 5° C., charged with water (4410 g) and then agitated at 0° C. for 16 hours. The resulting precipitated product was isolated by filtration and washed with water until the filtrate had a pH of 6 (about 8,000 L of water). The filter cake was pulled dry under reduced pressure for 2 hours. The cake was then transferred back into the reactor and triturated in THF (1958 g, 2201 mL) at ambient temperature for 2 hours. The solid product was then isolated by filtration and washed with THF (778 g, 875 mL) and dried under reduced pressure at 5° C. for 48 hours to afford 385 g (89percent yield) of the desired product as an off-white solid. HPLC purity was 96.2percent. 1H NMR (DMSO-d6) δ 8.52 (d, 1H), 7.99 (d, 1H), 7.95 (s, 1H) 7.81 (t, 1H), 7.57 (s, 1H), and 7.55 (s, 1H).
References: [1] Patent: US2012/309977, 2012, A1, . Location in patent: Page/Page column 20-21.
[2] Patent: WO2016/153996, 2016, A1, . Location in patent: Paragraph 00130.
 

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