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Chemical Structure| 16596-41-1 Chemical Structure| 16596-41-1

Structure of 16596-41-1

Chemical Structure| 16596-41-1

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Product Details of [ 16596-41-1 ]

CAS No. :16596-41-1
Formula : C4H10N2
M.W : 86.14
SMILES Code : NN1CCCC1
MDL No. :MFCD07368381

Safety of [ 16596-41-1 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P321-P363-P405-P501
Class:8
UN#:1760
Packing Group:

Application In Synthesis of [ 16596-41-1 ]

* 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 [ 16596-41-1 ]

[ 16596-41-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 5555-00-0 ]
  • [ 16596-41-1 ]
  • 2-methyl-N-(pyrrolidin-1-yl)-3-furamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
43% With triethylamine; In dichloromethane; at 0 - 20℃; for 0.5h;Inert atmosphere; No. C4-21: 2-Methyl-N-(pyridin-2-ylmethyl)-N-(pyrrolidin-1-yl)-3-furamide 2-Methyl-3-furoyl chloride (500 mg, 3.46 mmol) was dissolved in abs. dichloromethane (5 ml) and added dropwise to a solution, cooled to 0 C., of pyrrolidine-1-amine (298 mg, 3.46 mmol) and triethylamine (0.58 ml, 4.15 mmol) in dichloromethane (10 ml) under argon. The resulting reaction mixture was stirred at room temperature for 30 minutes, and then water and dichloromethane were added. The aqueous phase was repeatedly extracted vigorously with dichloromethane, and the combined organic phases were then dried over magnesium sulfate, filtered and concentrated. By final column chromatography purification of the resulting crude product, it was possible to isolate 2-methyl-N-(pyrrolidin-1-yl)-3-furamide in the form of a colorless solid (290 mg, 43% of theory). 2-Methyl-N-(pyrrolidin-1-yl)-3-furamide (140 mg, 0.72 mmol) was dissolved in abs. tetrahydrofuran (5 ml) under argon, and sodium hydride (63 mg, 1.59 mmol, 60% purity) was added at room temperature. After stirring at room temperature for 30 minutes, picolyl chloride hydrochloride (118 mg, 0.72 mmol) was added, and the resulting reaction mixture was stirred under reflux conditions for nearly 3 hours. After cooling to room temperature, sat. sodium hydrogencarbonate solution, water and dichloromethane were added. The aqueous phase was repeatedly extracted vigorously with dichloromethane, and the combined organic phases were then dried over magnesium sulfate, filtered and concentrated. By final column chromatography purification of the resulting crude product, it was possible to isolate 2-methyl-N-(pyridin-2-ylmethyl)-N-(pyrrolidin-1-yl)-3-furamide in the form of a viscous oil (62 mg, 30% of theory). 1H-NMR (400 MHz, CDCl3 delta, ppm) 8.59 (m, 1H), 7.67 (m, 1H), 7.54 (m, 1H), 7.29 (m, 1H), 7.14 (m, 1H), 6.55 (m, 1H), 5.22 (s, 2H), 4.13-4.08 (m, 2H), 3.73-3.67 (m, 2H), 2.42 (s, 3H), 2.29-2.22 (m, 2H), 2.09-2.02 (m, 2H).
 

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