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Chemical Structure| 51627-47-5 Chemical Structure| 51627-47-5

Structure of 51627-47-5

Chemical Structure| 51627-47-5

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Product Details of [ 51627-47-5 ]

CAS No. :51627-47-5
Formula : C9H13N3O
M.W : 179.22
SMILES Code : NC1=CC=CN=C1N2CCOCC2
MDL No. :MFCD03001243

Safety of [ 51627-47-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 51627-47-5 ]

* 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 [ 51627-47-5 ]

[ 51627-47-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 24255-27-4 ]
  • [ 51627-47-5 ]
YieldReaction ConditionsOperation in experiment
90.1% With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 10h; 4-(3-Nitropyridin-2-yl)morpholine (11.0 g, 52.6 mmol) was dissolved in methanol (100 mL)Add 10% palladium on carbon (5.6 g, 5.3 mmol),Hydrogen was introduced and reacted at room temperature for 10 h.After the reaction is completed, the solvent is distilled off under reduced pressure.The residue was dissolved in water (100 mL).Extracted with ethyl acetate (100 mL×3),The organic phase was collected and dried over anhydrous sodium sulfate.The solid was filtered off, and the solvent was evaporated under reduced pressure.The residue was passed through a silica gel column (mobile phase: PE: EA = 10:1).2-morpholinopyridine-3-amine gray solid 8.5 g was obtained in a yield of 90.1%.
With hydrogenchloride; tin(II) chloride dihdyrate; In ethanol; water; at 80℃; for 5h;Inert atmosphere; General procedure: In a 100 mL three neck round bottom flask equipped with a stirring bar and reflux condenser, 2-amino-3-nitropyridine derivative 8a or 8b was dissolved in EtOH (25 mL) and water (25 mL). After stirring for 10 min, SnCl 2 ·2H 2 O (1.5 equiv) and HCl were added, and the reaction mixture was refluxed at 80 C for 5 h. After reaction completion (analysis by TLC), the mixture was allowed to reach room temperature and washed with 1M KOH. The layers were separated and the aqueous layer was further extracted with ethyl acetate (3 X 30 mL). The combined organic phases were washed with brine and dried over anhydrous Na 2 SO 4 , filtered and concentrated under reduced pressure. The crude solid was purified via column chromatography with silica gel to obtain the appropriate 2,3-diaminopyridine derivatives 9a or 9b.
With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; At room temperature, <strong>[24255-27-4]4-(3-nitropyridin-2-yl)morpholine</strong> 4A (376 mg, 1.8 mmol) was dissolved in 10 mL MeOH, and 10% Pd/C (100 mg) was added.Stir overnight under hydrogen protection. LCMS showed that the reaction was complete, Pd/C was removed by filtration, and the filtrate was spin-dried to obtain 2-morpholinylpyridin-3-amine 4B as an off-white solid (300 mg, 133%), which was directly used in the next reaction without further purification.
  • 2
  • [ 464213-93-2 ]
  • [ 37091-73-9 ]
  • [ 51627-47-5 ]
  • N-(2-morpholinopyridin-3-yl)-5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; Example 222 N-(2-Morpholinopyridin-3-yl)-5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzamide 3-Amino-2-morpholinopyridine (0.269 g, 1.500 mmol), triethylamine (0.197 g, 1.950 mmol) and <strong>[37091-73-9]2-chloro-1,3-dimethylimidazolinium chloride</strong> (0.165 g, 0.975 mmol) were added to a methylene chloride solution (100 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (0.281 g, 0.750 mmol) and the resulting solution was stirred at room temperature for 12 hours. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by preparative thin-layer chromatography (ethyl acetate: hexane = 2:1) to obtain the titled compound (0.249 g, 0.465 mmol, 62percent).
 

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