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Chemical Structure| 1345124-49-3 Chemical Structure| 1345124-49-3

Structure of 1345124-49-3

Chemical Structure| 1345124-49-3

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Product Details of [ 1345124-49-3 ]

CAS No. :1345124-49-3
Formula : C5H8N4O
M.W : 140.15
SMILES Code : N/C(C1=NN(C)C=C1)=N\O
MDL No. :MFCD21131640

Safety of [ 1345124-49-3 ]

Application In Synthesis of [ 1345124-49-3 ]

* 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 [ 1345124-49-3 ]

[ 1345124-49-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5470-11-1 ]
  • [ 79080-39-0 ]
  • [ 1345124-49-3 ]
YieldReaction ConditionsOperation in experiment
With sodium ethanolate; In ethanol; at 20℃; for 0.166667h; Preparation of 5-methyl-3-(1-methylpyrazol-3-yl)-1,2,4-oxadiazole (72): To a suspension of hydroxylamine hydrochloride (351 mg, 5.05 mmol) in 4 ml EtOH was added 1.86 ml 21% wt sodium ethoxide in ethanol. The resulting mixture was stirred for 10 min at r.t. before addition of <strong>[79080-39-0]3-cyano-1-methylpyrazole</strong> (70) (535 mg, 5 mmol). The resulting suspension was heated overnight at 90 C. After cooling down, the reaction mixture was diluted with EA then washed with brine. Org. phase was concentrated to dryness to give 506 mg crude intermediate 71. A mixture of the above crude intermediate 71, trifluoromethanesulfonic acid Ytterbium (III) salt (22 mg, 1% mol) and trimethyl orthoacetate (550 mul, 1.2 eq.) in 5 ml EtOH was heated at 85 C. for 2 h. After cooling down to r.t., fine needles formed. After filtration and wash with MeOH 166 mg intermediate 71 was recovered as pale yellow needles. The filtrate was concentrated, subjected to silica gel column purification using 0-100% B (A: hexane; B: EA) to furnish 230 mg 5-methyl-3-(1-methylpyrazol-3-yl)-1,2,4-oxadiazole (72) as white solid.
  • 2
  • [ 79080-39-0 ]
  • [ 1345124-49-3 ]
YieldReaction ConditionsOperation in experiment
With hydroxylamine hydrochloride; sodium ethanolate; In ethanol; at 90℃; Example 16Preparation of N-(2,6-difluorophenyl){5-[1-methyl-3-(5-methyl(1,2,4-oxadiazol-3-yl))pyrazol-5-yl](2-thienyl)}carboxamide (44) Preparation of 5-methyl-3-(1-methylpyrazol-3-yl)-1,2,4-oxadiazole (42): To a suspension of hydroxylamine hydrochloride (351 mg, 5.05 mmol) in 4 ml EtOH was added 1.86 ml 21% wt sodium ethoxide in ethanol. The resulting mixture was stirred for 10 min at r.t. before addition of <strong>[79080-39-0]3-cyano-1-methylpyrazole</strong> (40) (535 mg, 5 mmol). The resulting suspension was heated overnight at 90 C. After cooling down, the reaction mixture was diluted with EA then washed with brine. Org. phase was concentrated to dryness to give 506 mg crude intermediate 41. A mixture of the above crude intermediate 41, trifluoromethanesulfonic acid Ytterbium (III) salt (22 mg, 1% mol) and trimethyl orthoacetate (550 mul, 1.2 eq.) in 5 ml EtOH was heated at 85 C. for 2 h. After cooling down to r.t., fine needles formed. After filtration and wash with MeOH 166 mg intermediate 41 was recovered as pale yellow needles. The filtrate was concentrated, subjected to silica gel column purification using 0-100% B (A: hexane; B: EA) to furnish 230 mg 5-methyl-3-(1-methylpyrazol-3-yl)-1,2,4-oxadiazole (42) as white solid.
 

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