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Chemical Structure| 952566-04-0 Chemical Structure| 952566-04-0

Structure of 952566-04-0

Chemical Structure| 952566-04-0

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Product Details of [ 952566-04-0 ]

CAS No. :952566-04-0
Formula : C8H5N3
M.W : 143.15
SMILES Code : N#CC1=CC2=NC=CN2C=C1
MDL No. :MFCD09994633
InChI Key :KIYOXVPZRXLLDR-UHFFFAOYSA-N
Pubchem ID :55267408

Safety of [ 952566-04-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301+H311+H331
Precautionary Statements:P261-P280-P301+P310-P311
Class:6.1
UN#:3439
Packing Group:

Application In Synthesis of [ 952566-04-0 ]

* 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 [ 952566-04-0 ]

[ 952566-04-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 107-20-0 ]
  • [ 42182-27-4 ]
  • [ 952566-04-0 ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; In ethanol; at 20 - 80℃; for 18h; Procedure W; Step 1: lmidazof1.2-aipyridine-7-carbonitrile; Chloroacetaldehyde (~50percent in H2O, 3.24 ml, 26 mmol) was added to a stirred mixture of 2- amino-isonicotinonitrile (1.6g, 3.4 mmol) and NaHCO3 (2.23g, 26.5 mmol) in ethanol (20ml) at RT under N2. The reaction was stirred and heated at 800C for 18 hours. After cooling to RT the volatiles were removed in vacuo and the residue was partitioned between EtOAc/H2O. This mixture was filtered to remove some dark insoluble residue. The solid was washed with MeOH. The aqueous layer was extracted with EtOAc (x2).The combined EtOAc extracts were dried (Na2SO4) and filtered. The MeOH washings were added and the volatiles were removed in vacuo. The residue was purified by chromatography on silica: 100percent DCM --> 1percent 2M NH3- <n="124"/>MeOH /DCM to give the title product. 1H NMR (400 MHz, DMSO-d6): 8.74 (1H1 dd), 8.35 (1H, s), 8.19 (1H, s), 7.86 (1H, s), 7.21 (1H, dd).
  • 2
  • [ 557-21-1 ]
  • [ 4532-25-6 ]
  • [ 952566-04-0 ]
YieldReaction ConditionsOperation in experiment
70% With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc; In acetonitrile; at 80℃; for 4h;Inert atmosphere; Sealed tube; General procedure: Under argon protection, NiCl2·6H2O (0.05mmo 1,11.9mg), dppf (0.06mmol, 33.3mg), Zetan (0·2mmol, 13.0mg), DMAP (1.0mmol, 122.2mg), Zetan(CN)2 (0.8mmol) , 93.9mg),p-Chloroanisole (1.0 mmol, 140.6 mg) and acetonitrile (5.0 mL) were sequentially added in a 25.0 mL sealed tube, then directly put it into the oil bath at 60 C, and heating was stopped after 6h, and cooled to room temperature, the reaction solution was directly filtered through a short silica gel column, washed with dichloromethane, concentrated and purified by silica gel column chromatography( given that the product is most easily pulled out, in order to avoid loss of sample mix, unless otherwise noted, both are wet method). Eluent: petroleum ether / ethyl acetate = 20:1, the product was 117.2 mg as a white solid, yield 88%, and 1H NMR purity was greater than 98%.
 

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