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[ CAS No. 959958-25-9 ] {[proInfo.proName]}

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Chemical Structure| 959958-25-9
Chemical Structure| 959958-25-9
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Product Details of [ 959958-25-9 ]

CAS No. :959958-25-9 MDL No. :MFCD09910220
Formula : C6H3BrClNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :SEBJRHGSFJEWFZ-UHFFFAOYSA-N
M.W :236.45 Pubchem ID :44607714
Synonyms :

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Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 959958-25-9 ]

* 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 [ 959958-25-9 ]
  • Downstream synthetic route of [ 959958-25-9 ]

[ 959958-25-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 959958-25-9 ]
  • [ 124-41-4 ]
  • [ 1214334-70-9 ]
YieldReaction ConditionsOperation in experiment
94% at 20 - 80℃; for 42 h; 5-bromo-6-methoxypicolinic acid: A suspension of 5-bromo-6-chloropicolinic acid (15.0 g, 63.4 mmol, 1.0 equiv.) in MeOH (130 mL) at ambient temperature was treated with a 4.37 M sodium methoxide solution in MeOH (58.0 mL, 253 mmol, 4.0 equiv.). The resultant mixture was heated at 80 °C for 18 hours, resulting in a thick mixture. The reaction was diluted with MeOH (100 mL) and stirred at 80 °C for 24 hours. The reaction mixture was cooled to ambient temperature, acidified to pH=3 with concentrated aqueous HC1, diluted with water and extracted with EtOAc (three times). The combined organic layers were dried over MgSO4, filtered and concentrated to afford a residue that was co-evaporated with DCM/hexanes (1:1 mixture, 200 mL, three times) to afford 5-bromo-6-methoxypicolinic acid (13.9 g, 94percent) as a white solid. ‘H NMR (500 MHz, CDC13) 5 10.22 (br s, 1H), 8.06 (d, I = 7.7 Hz, 1H), 7.73 (d, I = 7.7 Hz, 1H), 4.10 (s, 3H). LCMS (ES-) [M-Hj+: 229.9/23 1.9.
Reference: [1] Patent: WO2016/201168, 2016, A1, . Location in patent: Paragraph 0174
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