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Chemical Structure| 251356-80-6 Chemical Structure| 251356-80-6

Structure of 251356-80-6

Chemical Structure| 251356-80-6

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Product Details of [ 251356-80-6 ]

CAS No. :251356-80-6
Formula : C12H19N3O2
M.W : 237.30
SMILES Code : O=C(C1=C(C)NC(C=O)=C1C)NCCN(C)C

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Application In Synthesis of [ 251356-80-6 ]

* 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 [ 251356-80-6 ]

[ 251356-80-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 5654-97-7 ]
  • [ 251356-80-6 ]
  • [ 1350703-00-2 ]
YieldReaction ConditionsOperation in experiment
69% With piperidine; In methanol; for 5h;Reflux; General procedure: Piperidine (0.08 mL) was added to methanol (25 mL) dissolved in substituted aldehydes 5-7 (0.18 mmol) and starting 2-indolinone derivatives 8-11 (0.18 mmol) which were prepared as described previously refPreviewPlaceHolder[6], refPreviewPlaceHolder[21], refPreviewPlaceHolder[22], refPreviewPlaceHolder[23], refPreviewPlaceHolder[24] and refPreviewPlaceHolder[25]. The mixture was refluxed for 5 h. For the targeted compounds 12-21 and 28-36, the mixture was evaporated to remove the solvent and the residue was purified by column chromatography (CH2Cl2/MeOH 100:1-10:1). For the targeted compounds 22-27, ethyl ether (15 mL) was added to the residue and the yellow precipitate was collected by filtration. The obtained precipitate was subjected to the hydrogen chloride saturated methanol to afford it as hydrochloride derivative. All the targeted compounds 12-36 show moderate to good yields under this reaction condition with the yields of 60-92%.
  • 2
  • [ 251356-80-6 ]
  • [ 32501-05-6 ]
  • [ 1350702-92-9 ]
YieldReaction ConditionsOperation in experiment
70% With piperidine; In methanol; for 5h;Reflux; General procedure: Piperidine (0.08 mL) was added to methanol (25 mL) dissolved in substituted aldehydes 5-7 (0.18 mmol) and starting 2-indolinone derivatives 8-11 (0.18 mmol) which were prepared as described previously refPreviewPlaceHolder[6], refPreviewPlaceHolder[21], refPreviewPlaceHolder[22], refPreviewPlaceHolder[23], refPreviewPlaceHolder[24] and refPreviewPlaceHolder[25]. The mixture was refluxed for 5 h. For the targeted compounds 12-21 and 28-36, the mixture was evaporated to remove the solvent and the residue was purified by column chromatography (CH2Cl2/MeOH 100:1-10:1). For the targeted compounds 22-27, ethyl ether (15 mL) was added to the residue and the yellow precipitate was collected by filtration. The obtained precipitate was subjected to the hydrogen chloride saturated methanol to afford it as hydrochloride derivative. All the targeted compounds 12-36 show moderate to good yields under this reaction condition with the yields of 60-92%.
  • 3
  • [ 251356-80-6 ]
  • [ 1190314-85-2 ]
  • (Z)-N-[2-(dimethylamino)ethyl]-5-(5-fluoro-2-oxo-1,2-dihydro-3H-pyrrolo[2,3-b]pyridin-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% With piperidine; In ethanol; at 20.0℃; for 2.0h; The above oily liquid and5-fluoro-7-azaindol-2-one(80 mg, 0.53 mmol) was dissolved in absolute ethanol (8 mL)Add 6 drops of piperidine and stir at room temperature for 2h.Filter, filter cake washed with ethanol, dried,102 mg of an orange solid was obtained (yield: 49%). Mp: 272-274 C.
With piperidine; In ethanol; at 20.0℃; for 3.0h;Inert atmosphere; General procedure: A solution of 1-3, 7a,b, 11 (1mmol) and 12a-c (0.7mmol) in anhydrous ethanol (10mL) and piperidine (6 drops) was stirred at room temperature under atmosphere of nitrogen for 2-3 h. The yellow precipitate was collected by suction and washed with ethanol and then dried under vacuum to afford the targeted compounds 13a1-11, 13b1-8, 13c1-8 (50-70%) as yellow solids.
 

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