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Chemical Structure| 1355336-09-2 Chemical Structure| 1355336-09-2

Structure of 1355336-09-2

Chemical Structure| 1355336-09-2

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Product Details of [ 1355336-09-2 ]

CAS No. :1355336-09-2
Formula : C14H15IN2O3
M.W : 386.19
SMILES Code : O=C(C1=C(I)C=NN1CC2=CC=C(OC)C=C2)OCC
MDL No. :MFCD32666906
InChI Key :YKMFWASMLPRHEM-UHFFFAOYSA-N
Pubchem ID :66668915

Safety of [ 1355336-09-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 1355336-09-2 ]

* 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 [ 1355336-09-2 ]
  • Downstream synthetic route of [ 1355336-09-2 ]

[ 1355336-09-2 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 179692-08-1 ]
  • [ 824-94-2 ]
  • [ 1355249-29-4 ]
  • [ 1355336-09-2 ]
YieldReaction ConditionsOperation in experiment
32% With potassium carbonate In acetonitrile at 20 - 60℃; Inert atmosphere To a solution of ethyl 4-iodo-1H-pyrazol-3-formate (4.2 g, 15.8 mmol, 1.0 eq.) and potassium carbonate (4.37 g, 31.6 mmol, 2.0 eq.) in acetonitrile (45 mL) was added p-methoxybenzyl chloride (3.09 g, 19.7 mmol, 1.25 eq.) under stirring at room temperature.
The reaction liquid was protected with nitrogen gas and stirred overnight at 60°C.
The reaction liquid was cooled to room temperature and insoluble substances were filtered.
The filter cake was washed with ethyl acetate.
The filtrate was concentrated in vacuo and separated by column chromatography on silica gel column to give ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-5-formate (C1, 1.94 g, 32percent yield) and ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-3-formate (C2, 2.90 g, 47percent yield).
C1: 1H NMR (400MHz, CDCl3) δ 7.61 (s, 1H), 7.21 (d, J = 8.4 Hz, 2H), 6.82 (d, J = 8.4 Hz, 2H), 5.70 (s, 2H), 4.37 (q, J = 7.2 Hz, 2H), 3.77 (s, 3H), 1.40 (t, J = 7.2Hz, 3H).
m/z=409[M+Na]+.
C2: 1H NMR (400MHz, CDCl3) δ 7.36 (s, 1H), 7.22 (d, J = 8.8 Hz, 2H), 6.90 (d, J = 8.4 Hz, 2H), 5.31 (s, 2H), 4.44 (q, J = 7.2 Hz, 2H), 3.81 (s, 3H), 1.43 (t, J = 7.2Hz, 3H).
m/z=409[M+Na]+.
References: [1] Patent: EP3235819, 2017, A1, . Location in patent: Paragraph 0268; 0269.
  • 2
  • [ 179692-08-1 ]
  • [ 824-94-2 ]
  • [ 1355249-29-4 ]
  • [ 1355336-09-2 ]
References: [1] Patent: WO2012/9009, 2012, A2, . Location in patent: Page/Page column 68.
 

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