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Chemical Structure| 1373917-20-4 Chemical Structure| 1373917-20-4

Structure of 1373917-20-4

Chemical Structure| 1373917-20-4

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Product Details of [ 1373917-20-4 ]

CAS No. :1373917-20-4
Formula : C12H9N3
M.W : 195.22
SMILES Code : N#CC1=CC(C)=CC=C1C2=NC=CC=N2
MDL No. :MFCD26402305

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Application In Synthesis of [ 1373917-20-4 ]

* 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 [ 1373917-20-4 ]

[ 1373917-20-4 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 1373917-20-4 ]
  • [ 1088994-22-2 ]
YieldReaction ConditionsOperation in experiment
90% With hydrogenchloride; water In acetonitrile at 10 - 22℃; for 50 h; 5-Methyl-2-(pyrimidin-2-yl)benzoic Acid (3)To a 150 mL three neck round bottom flask, equipped with overhead stirrer, thermocouple and HCl-scrub, was charged 12 N HCl solution (17.1 mL, 8 equiv) and was cooled to 10 °C. Acetonitrile (5 mL, 1 V) was added. Then, biaryl nitrile 2 (5.00 g) was added in portion at 10-15 °C. The reaction mixture was aged at 10-15 °C for 2 h, and slowly warmed to 22°C and aged at the same temperature for 48 h (100 Apercent conversion). The reaction mixture was cooled to 0 °C. 20 wtpercent of NaCl solution was added drowise. The resulting slurry was aged at 0-5°C for 6 h. The crystalline solid was collected by filtration, rinsed with water and cold EtOAc, dried under vacuum with nitrogen sweep to give product 3 (4.95 g, 90percent isolated yield, 98.9 LCAP purity).HPLC MethodColumn: Zorbax Eclipse Plus C18 50 x 4.6 mm, 1.8 μιη particle size,Column Temp.: 25 °C; Flow Rate: 1.5 mL/min; Detection: 230 nm; Mobile Phase: A: Water0.1percent H3P04, B: AcetonitrileMobile Phase Program: Time A0 90percent5 min 5percent6 min 5percent6.1 min 90percent8 min 90percentCompound A-3: 2.19 min
References: [1] Patent: WO2012/58129, 2012, A1, . Location in patent: Page/Page column 16-17.
  • 2
  • [ 1373917-20-4 ]
  • [ 1088994-22-2 ]
References: [1] Organic Letters, 2014, vol. 16, # 22, p. 5890 - 5893.
 

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