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Chemical Structure| 371930-42-6 Chemical Structure| 371930-42-6

Structure of 371930-42-6

Chemical Structure| 371930-42-6

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Product Details of [ 371930-42-6 ]

CAS No. :371930-42-6
Formula : C13H16N2O
M.W : 216.28
SMILES Code : N#CC1=C2CCCCC2=C(C(C)C)NC1=O

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Application In Synthesis of [ 371930-42-6 ]

* 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 [ 371930-42-6 ]

[ 371930-42-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 39207-65-3 ]
  • [ 107-91-5 ]
  • [ 371930-42-6 ]
YieldReaction ConditionsOperation in experiment
With diethylamine; In ethanol; at 20℃; for 72h; Step K: 3-hydroxy-l-isopropyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile (13; R=R=H). To a solution of 2-isobutyrylcyclohexanone (12; 4.33 g, 25.76 mmol) and 2-cyanoacetamide (2.17 g, 25.76 mmol) in 26 mL of EtOH was added diethylamine (2.7 mL, 25.76 mmol). The reaction mixture was stirred at room temperature for 72 hours until LC-MS indicated the complete formation of the product. The reaction mixture was then heated to reflux and enough EtOH was added to make a clear solution. After cooling back to room temperature, the desired product and its regioisomer were precipitated out from EtOH solution. After vacuum filtration and air-dry, 4.1 g of the title compound together with its regioisomer were obtained as a mixture of white solid and used without further purification in the next step. MS (ES) M+H expected 217.1 , found 217.1.
  • 2
  • [ 39207-65-3 ]
  • [ 107-91-5 ]
  • [ 371930-42-6 ]
YieldReaction ConditionsOperation in experiment
59% With piperidine; In ethanol; at 20℃; To a solution of 2-isobutyrylcyclohexanone (13g, 0.0772 mol) in ethanol (250 mL) were added 2-cyano acetamide (6.5 g, 0.0772 mol) and catalytic amount of piperidine (3 mL) at RT. After completion of the reaction (by LCMS), the precipitated solids were collected by filtration and dried under vacuum. It was slurred with ethyl acetate to afford (10 g, 59percent) of the titled compound as white solid. 1H NMR (400MHz, DMSO-d6) delta 11.87 (s, 1 H), 3.17-3.10 (m, 1 H), 2.74 (s, 2H), 2.50-2.47 (m, 2H), 1.66 (s, 4H), 1.19-1.17 (d, J = 7.0 Hz, 6H).
 

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