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CAS No. :17874-76-9 MDL No. :MFCD09702182
Formula : C8H7NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :QRSXLMSDECGEOU-UHFFFAOYSA-N
M.W : 181.15 Pubchem ID :579631
Synonyms :

Safety of [ 17874-76-9 ]

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

Application In Synthesis of [ 17874-76-9 ]

* 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 [ 17874-76-9 ]
  • Downstream synthetic route of [ 17874-76-9 ]

[ 17874-76-9 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 67-56-1 ]
  • [ 100-26-5 ]
  • [ 881-86-7 ]
  • [ 17874-76-9 ]
Reference: [1] Journal of the American Chemical Society, 2005, vol. 127, # 34, p. 11914 - 11915
  • 2
  • [ 67-56-1 ]
  • [ 100-26-5 ]
  • [ 17874-76-9 ]
YieldReaction ConditionsOperation in experiment
42% for 2 h; Reflux Progress toward analog 18 has been made as follows. 2,5- Pyridinedicarboxylic acid (58) was preferentially esterified according to literature protocols66 by reflux in methanol with catalytic sulfuric acid for 2 hours to the mono- methyl ester (59) in 42percent recovered yield after recrystallization from water. The monomethyl ester 59 was refluxed in excess thionyl chloride to effect its conversion to the acid chloride (60), and 60 was used to acylate 35 by reflux in DCM with excess aluminum trichloride (Scheme 10).
33% for 2 h; Heating / reflux EXAMPLE 83a
Pyridine-2,5-dicarboxylic acid-2-methyl ester
To a suspension of pyridine-2,5-dicarboxylic acid (4.2 g, 25.1 mmol) (Aldrich) in methanol (50 mL) was added concentrated sulfuric acid (1.5 g, 15.3 mmol) (Aldrich).
The mixture was heated at refluxing for 2 hours.
The crude was cooled down to room temperature and poured into water (250 mL).
The precipitate formed was collected and washed with methanol to give pyridine-2,5-dicarboxylic acid-2-methyl ester as a grey solid. (Yield 1.5 g, 33percent).
Reference: [1] Patent: WO2011/103321, 2011, A1, . Location in patent: Page/Page column 23
[2] Patent: US2006/293319, 2006, A1, . Location in patent: Page/Page column 47
[3] Patent: WO2007/70173, 2007, A2, . Location in patent: Page/Page column 145-146
[4] European Journal of Inorganic Chemistry, 2010, # 13, p. 1913 - 1928
[5] Patent: WO2012/121973, 2012, A1, . Location in patent: Page/Page column 89
[6] Patent: WO2008/156715, 2008, A1, . Location in patent: Page/Page column 66
[7] Angewandte Chemie - International Edition, 2018, vol. 57, # 22, p. 6572 - 6576[8] Angew. Chem., 2018, vol. 130, p. 6682 - 6686,5
  • 3
  • [ 100-26-5 ]
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Reference: [1] Patent: US4273779, 1981, A,
  • 4
  • [ 100-26-5 ]
  • [ 7664-93-9 ]
  • [ 17874-76-9 ]
Reference: [1] Patent: US6479519, 2002, B1,
  • 5
  • [ 67-56-1 ]
  • [ 100-26-5 ]
  • [ 881-86-7 ]
  • [ 17874-76-9 ]
Reference: [1] Journal of the American Chemical Society, 2005, vol. 127, # 34, p. 11914 - 11915
  • 6
  • [ 17874-76-9 ]
  • [ 323578-38-7 ]
Reference: [1] European Journal of Inorganic Chemistry, 2010, # 13, p. 1913 - 1928
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