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[ CAS No. 193290-80-1 ]

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Chemical Structure| 193290-80-1
Chemical Structure| 193290-80-1
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Product Details of [ 193290-80-1 ]

CAS No. :193290-80-1 MDL No. :MFCD20483546
Formula : C8H5FO3 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :168.12 g/mol Pubchem ID :-
Synonyms :

Safety of [ 193290-80-1 ]

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 [ 193290-80-1 ]

  • Upstream synthesis route of [ 193290-80-1 ]
  • Downstream synthetic route of [ 193290-80-1 ]

[ 193290-80-1 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 193290-80-1 ]
  • [ 74-88-4 ]
  • [ 74733-25-8 ]
YieldReaction ConditionsOperation in experiment
85%
Stage #1: With sodium hydride In N,N-dimethyl-formamide for 0.5 h;
Stage #2: at 20℃; for 15 h;
To a solution of compound 14C (0.25 g, 1.49 mmol) in DMF (4.5 mL) was added sodium hydride (60 percent in oil, 0.069 g, 1.73 mmol). The reaction was placed under N2, stirred <n="146"/>for 30 minutes, then iodomethane (0.11 mL, 1.74 mmol) was added and reaction was stirred at room temperature for about 15 hours. The reaction mixture was then poured onto IN HCl and extracted with EtOAc several times. The organics were washed with brine, dried over MgSO4, filtered and concentrated in vacuo to provide compound 14D as a wet residue which solidified upon standing (0.23 g, 85percent).
65.9%
Stage #1: With sodium hydride In N,N-dimethyl-formamide for 0.5 h;
Stage #2: for 5 h;
To a solution of 3-fluoro-4-formylbenzoic acid (.350 g, 2.08 mmol) inDMF was added NaH (0.0916 g, 2.29 mmol). The mixture stirred for 30 minutes and iodomethane (0.325 g, 2.29 mmol) was added. This mixture stirred 5 hours. The mixture was poured into IN HCl and extracted with ethyl acetate. The organic layer was washed with sodium bicarbonate and brine. The organics were dried over MgSC^ and concentrated in vacuo. The crude material was purified by chromatography using Ethyl Acetate/Hexanes to give methyl 3-fluoro 4-formyl benzoate (0.25 g, 65.9percent).
Reference: [1] Patent: WO2008/130584, 2008, A1, . Location in patent: Page/Page column 144-145
[2] Patent: WO2013/74641, 2013, A1, . Location in patent: Paragraph 00382
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 17, p. 4804 - 4807
[4] Patent: WO2004/89916, 2004, A1, . Location in patent: Page 22-23
[5] Journal of Medicinal Chemistry, 2009, vol. 52, # 19, p. 5950 - 5966
[6] Patent: EP2526945, 2012, A1, . Location in patent: Page/Page column 35
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