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Product Details of Ethyl 5-methyl-1H-pyrazole-3-carboxylate

CAS No. :4027-57-0
Formula : C7H10N2O2
M.W : 154.17
SMILES Code : O=C(C1=NNC(C)=C1)OCC
MDL No. :MFCD00233455
InChI Key :BOTXQJAHRCGJEG-UHFFFAOYSA-N
Pubchem ID :77645

Safety of Ethyl 5-methyl-1H-pyrazole-3-carboxylate

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

Application In Synthesis of Ethyl 5-methyl-1H-pyrazole-3-carboxylate

* 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.

  • Upstream synthesis route of [ 4027-57-0 ]
  • Downstream synthetic route of [ 4027-57-0 ]

[ 4027-57-0 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 4027-57-0 ]
  • [ 6076-14-8 ]
YieldReaction ConditionsOperation in experiment
79% With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 16 h; A mixture of ethyl 5-methyl-1H-pyrazole-3-carboxylate (4.0 g, 25.95 mmol) and NBS (5.08 g, 28.54 mmol) in N,N-dimethylformamide (15 mL) was stirred at room temperature for 16 h. The mixture was taken up in EtOAc (200 mL) and the organics were washed with saturated brine solution. The organics were then separated and dried (Na2SO4) before concentrated to dryness. The crude was then purified by flash column chromatography (PE/EA=3/2) to give ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate (4.8 g, 79percent yield) as a white solid. LCMS (ESI): [M+H]+=234.9.
References: [1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 5, p. 2419 - 2430.
[2] Patent: US2018/282282, 2018, A1, . Location in patent: Paragraph 1042; 1043.
[3] Journal fuer Praktische Chemie (Leipzig), 1930, vol. <2>126, p. 150,165[4] Chemische Berichte, 1928, vol. 61, p. 2405.
[5] Journal fuer Praktische Chemie (Leipzig), 1930, vol. <2>126, p. 150,165[6] Chemische Berichte, 1928, vol. 61, p. 2405.
 

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