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Chemical Structure| 103922-89-0 Chemical Structure| 103922-89-0

Structure of 103922-89-0

Chemical Structure| 103922-89-0

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Product Details of [ 103922-89-0 ]

CAS No. :103922-89-0
Formula : C15H23N3O
M.W : 261.36
SMILES Code : NC/C=C/COC1=NC=CC(CN2CCCCC2)=C1
MDL No. :MFCD09031269

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Application In Synthesis of [ 103922-89-0 ]

* 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 [ 103922-89-0 ]

[ 103922-89-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 37718-11-9 ]
  • [ 103922-89-0 ]
  • [ 2942-58-7 ]
  • N-[4-(4-piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]pyrazole-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With sodium chloride; sodium hydrogencarbonate; triethylamine; In N-methyl-acetamide; EXAMPLE 13 N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]pyrazole-4-carboxamide A solution of 2.39 g of 4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenylamine and 1.08 g of <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> in 40 ml of dry dimethylformamide was stirred for 5 minutes, whilst ice-cooling. 1.89 g of diethyl cyanophosphonate and 1.65 ml of triethylamine were added to the mixture, and the resulting mixture was stirred at room temperature for 3 hours. At the end of this time, the reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and then with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the residue was purified by column chromatography through silica gel, using a 1:9 by volume mixture of methanol and chloroform as the eluent, to give 1.65 g (yield 51percent) of the title compound as a white powder, melting at 121°-123° C. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.38-1.52 (2H, multiplet); 1.52-1.66 (4H, multiplet); 2.32-2.48 (4H, multiplet); 3.42 (2H, singlet); 4.16 (2H, triplet, J=5.6 Hz); 4.95 (2H, doublet, J=5.9 Hz); 5.72-5.96 (2H, multiplet); 6.74 (1H, singlet); 6.81 (1H, broad triplet, J=5.6 Hz); 6.87 (1H, doublet, J=5.3 Hz); 7.99 (2H, singlet); 8.03 (1H, doublet, J=5.3 Hz). Infrared Absorption Spectrum (KBr), numax cm-1: 2933, 1629, 1611, 1566, 1530, 1408, 1342, 1299.
  • 2
  • [ 3973-08-8 ]
  • [ 103922-89-0 ]
  • N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]thiazole-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% EXAMPLE 26 N-[4-(4-Piperidinomethyl-2-pyridyloxy) -cis-2-butenyl]thiazole-4-carboxamide Following a procedure similar to that described in Example 13, but using 4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenylamine and 4-thiazolecarboxylic acid as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as an oil in a 68percent yield. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.36-1.52 (2H, multiplet); 1.52-1.67 (4H, multiplet); 2.24-2.53 (4H, multiplet); 3.43 (2H, singlet); 4.26 (2H, triplet, J=6.4 Hz); 4.98 (2H, doublet, J=6.4 Hz); 5.72-5.81 (1H, multiplet); 5.86-5.96 (1H, multiplet); 6.75 (1H, singlet); 6.90 (1H, doublet, J=5.4 Hz); 7.40-7.58 (1H, broad); 8.11 (1H, doublet, J=5.4 Hz); 8.18 (1H, doublet, J=2.4 Hz); 8.75 (1H, doublet, J=2.4 Hz). Infrared Absorption Spectrum (liquid film), numax cm-1: 2936, 1664, 1611, 1560, 1540, 1481, 1420, 1403, 1313, 1288.
  • 3
  • [ 4100-13-4 ]
  • [ 103922-89-0 ]
  • N-[4-(4-piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-1,2,3-thiadiazole-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% EXAMPLE 27 N-[4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenyl]-1,2,3-thiadiazole-4-carboxamide Following a procedure similar to that described in Example 13, but using 4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenylamine and <strong>[4100-13-4]1,2,3-thiadiazole-4-carboxylic acid</strong> as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as colorless needles, melting at 70-72 C., in a 52% yield. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.28-1.53 (2H, multiplet); 1.53-1.82 (4H, multiplet); 2.24-2.55 (4H, multiplet); 3.46 (2H, singlet); 4.35 (2H, triplet, J=6.3 Hz); 5.01 (2H, doublet, J=6.3 Hz); 5.75-5.87 (1H, multiplet); 5.87-6.00 (1H, multiplet); 6.77 (1H, singlet); 6.85-7.00 (1H, multiplet); 7.72-7.90 (1H, broad); 8.13 (1H, doublet, J=5.4 Hz); 9.23 (1H, singlet). Infrared Absorption Spectrum (CHCl3), numax cm-1: 3425, 2940, 1675, 1612, 1540, 1420, 1402, 1300, 1290, 1260, 1035.
  • 4
  • [ 1125-29-7 ]
  • [ 103922-89-0 ]
  • 1,3,5-Trimethyl-N-[4-(4-piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]pyrazole-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% EXAMPLE 16 1,3,5-Trimethyl-N-[4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenyl]pyrazole-4-carboxamide Following a procedure similar to that described in Example 13, but using 4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenylamine and <strong>[1125-29-7]1,3,5-trimethyl-4-pyrazolecarboxylic acid</strong> as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as a white powder, melting at 75°-77° C., in a 69percent yield. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.37-1.52 (2H, multiplet); 1.52-1.69 (4H, multiplet); 2.36 (3H, singlet); 2.30-2.49 (4H, multiplet); 2.46 (3H, singlet); 3.44 (2H, singlet); 3.71 (3H, singlet); 4.19 (2H, triplet, J=6.1 Hz); 4.96 (2H, doublet, J=6.4 Hz); 5.75-5.91 (3H, multiplet); 6.74 (1H, singlet); 6.89 (1H, doublet, J=4.9 Hz); 8.00 (1H, doublet, J=4.9 Hz). Infrared Absorption Spectrum (KBr), numax cm-1: 3344, 2930, 1617, 1561, 1410.
 

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