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Chemistry
Organic Building Blocks
Aryls
2-(3-Fluoro-[1,1'-biphenyl]-4-yl)acetic acid
Chemistry
Organic Building Blocks
Aryls
Fluorinated Building Blocks Carboxylic Acids

[ CAS No. 5366-51-8 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 5366-51-8
Chemical Structure| 5366-51-8
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Quality Control of [ 5366-51-8 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 5366-51-8 ]

Product Details of [ 5366-51-8 ]

CAS No. :5366-51-8 MDL No. :MFCD11974279
Formula : C14H11FO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 230.23 Pubchem ID :-
Synonyms :

Safety of [ 5366-51-8 ]

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 [ 5366-51-8 ]

* 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.

  • Downstream synthetic route of [ 5366-51-8 ]

[ 5366-51-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 114897-92-6 ]
  • [ 98-80-6 ]
  • [ 5366-51-8 ]
YieldReaction ConditionsOperation in experiment
83% Synthesis of Compound 10, N-(3-fluorobenzyl)-4-phenyl-2-fluorophenylacetamide, KX1-313; Synthesis of 4-Bromo-2-fluoro-phenylacetamide: 4-Bromo-2-fluorobenzylbromide (5 gm, 18.7 mmole) was dissolved in 30 ml ethanol, to which water solution (10 ml) of KCN (2.43 gm, 37.4 mmole) was added, refluxed overnight, then it was cooled to room temperature, poured into 200 ml of crushed ice, filtered, chromatographed using 1:1 ethyl acetate followed by ethyl acetate (the cyano compound was hydrolyzed on the silica gel to produce the carboxamide), which was evaporated to produce white solid, (1.3 gm, 32%) H1-NMR INOVA-500 (DMSO d6) delta 3.436 (s, 2H), 7.005(s, 1H), 7.289(t, J=8.0 Hz, 1H), 7.361(d, J=8.0 Hz, 1H), 7.478(m, 1H), 7.517(s, 1H). Synthesis of 4-Bromo-2-fluoro-phenylacetic acid: 4-Bromo-2-fluoro-phenylacetamide (1.3 gm) was suspended in 100 ml of 30% NaOH, heating at reflux temperature for 24 hrs, cooled to room temperature, washed with DCM and ethyl acetate. The aqueous layer was acidified with conc. HCl, extracted with ethyl acetate, evaporated; the residue was crystallized from isopropanol-water to give needle crystals (0.5 gm, 38%) H1-NMR INOVA-500 (DMSO d6) delta 3.619(s, 2H), 7.316(t, J=8.0 Hz, 1H), 7.379(dd, J=8.0, 1.5 Hz, 1H), 7.516(dd, J=8.0, 1.5 Hz, 1H), 12.555(s, 1H). Synthesis of 4-phenyl-2-fluorophenylacetic acid: 4-Bromo-2-fluoro-phenylacetic acid (0.25 gm, 1.1 mmole), phenylboronic acid (0.15 gm, 1.2 mmole) and 50% water wet 10% Palladium carbon (0.07 gm, 0.033 mmole Pd) were added to 10 ml of 5:1 water isopropanol mixture, then Na2CO3 (0.14 gm, 1.3 mmole) dissolved in 3 ml of water was added to the above mixture, the reaction was heated at 65-70 C. overnight, the reaction was cooled to room temperature, diluted with 20 ml of 70:15:1 i-PrOH/H2O/10% NaOH, filtered, the catalyst was washed with 20 ml×3 using the above mixture, the filtrate was acidified using 20% H2SO4, filtered and dried (0.2 gm, 83%) H1-NMR INOVA-500 (DMSO d6) delta 3.675(s, 2H), 7.382-7.518(m, 6H), 7.707(d, J=7.5 Hz, 2H), 12.498(s, 1H). Synthesis of N-(3-fluorobenzyl)-4-phenyl-2-fluorophenylacetamide: 4-phenyl-2-fluorophenylacetic acid (0.2 gm, 0.9 mmole), 3-fluorobenzylamine (0.14 ml, 1.1 mmole), PyBOP (0.57 gm, 1.1 mmole), and DIEA (0.36 ml, 2.2 mmole) was dissolved in DMF stirred overnight, the reaction mixture was then poured into water, solid was collected by filtration, re-crystallized using water-methanol. (0.20 gm, 70%); H1-NMR INOVA-500 (DMSO d6) delta 3.612(s, 2H), 4.318(d, J=6 Hz, 2H), 7.064-7.117(m, 3H), 7.345-7.503(m, 7H), 7.695(d, J=7.5 Hz, 2H), 8.660(t, J=6 Hz, 1H). MS (m/z) 338.1 (M+H)+.
Reference： [1]Patent: US2006/160800,2006,A1 .Location in patent: Page/Page column 76

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