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Chemical Structure| 1255870-86-0 Chemical Structure| 1255870-86-0

Structure of 1255870-86-0

Chemical Structure| 1255870-86-0

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Product Details of [ 1255870-86-0 ]

CAS No. :1255870-86-0
Formula : C14H10N2O2
M.W : 238.24
SMILES Code : N#CC1=CC=C(C2=CC(C=O)=CN=C2)C(OC)=C1

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Application In Synthesis of [ 1255870-86-0 ]

* 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 [ 1255870-86-0 ]

[ 1255870-86-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1520-70-3 ]
  • [ 1255870-86-0 ]
  • [ 23719-80-4 ]
  • [ 1255869-43-2 ]
YieldReaction ConditionsOperation in experiment
26% Titanium isopropoxide (HmL1 3.77mmoi) was added to a mixture of 4-(5-formy."pyridin- 3-yi)-3-methoxy-benzonitrile (449mg, 1.88mmol) and <strong>[1520-70-3]ethanesulfonamide</strong> (226mg, 2.07mmoi) in toluene (1OmL) at room temperature. The resulting mixture was heated to reflux for 2h. After concentration, the residue was dissolved in THF (7mL) and a solution of C-PrMgBr (0.5 M in THF, 18.8mL, 9.42mmol) was added dropwise at -400C. The resulting mixture was stirred at -360C for 1h. Saturated NH4CI solution was added to the reaction mixture. The resulting mixture was diluted with ethyi acetate and brine and subsequently filtered. The organic layer was separated and concentrated. The residue was purified by flash column (EtOAc/Heptane~0-60percent) to give the title compound (182 mg, 26percent yield); ESI-MS m/z: 372 flvt+1]; Eta-NMR (MeOD, 400 MHz) delta 8.59 (1H, d. J= 2.0Hz), 8.57 (1H, d, J" 2.0Hz). 8.07 (1H, t. J= 2.0Hz), 7.54 (1H, d, J" 7.6Hz)1 7.49 (1H( s), 7.45 (1H, d, J= 7.6Hz), 7.42 (1H, d, J= 8.4Hz), 3.89 (3H, s), 3.88 (1H, d, J= 9.2Hz), 3.01-2.88 (2H, m). 1.30-1.25 (1H, m). 1.25 (1H, t, J= 7,2Hz), 0.77-0.70 (1H, m), 0.64- 0.54 (2H, m), 0.48-0.42 (1H, m)Enantiomers were separated by chiral HPLC (Chiralpak AD-H column, EtOH/Heptane, v/v, 50/50) to the enantiomer 1 (R)-N-((5-(4-cyano-2-methoxyphenyl)pyridin-3- y])(cyclopropyi)methyl)ethanesulfoenamide (retention time = 11.38min) and the enantiomer 2 (S)-N-((5-(4-cyano-2-methoxyphenyl)pyridin-3- yi)(cyclopropyl)methyi)ethanesuifonamide (retention time ~ 16.62min).
  • 2
  • 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine-3-carboxaldehyde [ No CAS ]
  • [ 120315-65-3 ]
  • [ 1255870-86-0 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; water; at 100℃; for 1.5h; A mixture of 4-bromo-3-methoxy~benzonitrile (400mg, 1.88mmol), 5-(4,4,5,5-tetramethyl- p ,3.2Jdioxaborotan-2-yl)"pypidine-3-carbaldehyde (440 mg, 1.88 mmol), PdCl2(PPh3)Z (108mg, 0.15mmol) and Na2CO3 (2M in water, 1.88mL, 3.77mmol) in 1,4-dioxanbeta (8 mL) was heated at 100°C for 1.5h. After concentration in vacuo, the resulting residue was purified by flash column to give the title compound (449 mg, 100percent) as white solid; ESI- MS mlr. 239 IM+1)*.
 

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