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[ CAS No. 103914-44-9 ] {[proInfo.proName]}

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Chemical Structure| 103914-44-9
Chemical Structure| 103914-44-9
Structure of 103914-44-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 103914-44-9 ]

CAS No. :103914-44-9 MDL No. :MFCD11505230
Formula : C15H10FNO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 239.24 Pubchem ID :-
Synonyms :

Safety of [ 103914-44-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338 UN#:1759
Hazard Statements:H302-H318 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 103914-44-9 ]

* 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.

  • Downstream synthetic route of [ 103914-44-9 ]

[ 103914-44-9 ] Synthesis Path-Downstream   1~11

  • 1
  • (Z)-3-(4-Fluoro-phenylamino)-3-phenyl-acrylic acid ethyl ester [ No CAS ]
  • [ 103914-44-9 ]
YieldReaction ConditionsOperation in experiment
In diphenylether at 240 - 250℃; for 0.166667h; Yield given;
  • 2
  • [ 94-02-0 ]
  • [ 103914-44-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: AcOH / ethanol / 24 h / 50 °C 2: diphenyl ether / 0.17 h / 240 - 250 °C
  • 3
  • [ 371-40-4 ]
  • [ 103914-44-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: AcOH / ethanol / 24 h / 50 °C 2: diphenyl ether / 0.17 h / 240 - 250 °C
  • 4
  • [ 990-91-0 ]
  • [ 103914-44-9 ]
  • [ 1032315-67-5 ]
YieldReaction ConditionsOperation in experiment
89% Stage #1: 6-fluoro-2-phenylquinolin-4(1H)-one With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate In tetrahydrofuran at 0℃; for 0.333333h; 3 Example 3; Dibenzyl 6-fluoro-2-phenylquinolin-4-yl-phosphate (I-3-a); Sodium hydride (13.7 mg, 0.57 mmol) was added at O0C to a stirred solution of compound I-3 (55.0 mg, 0.23 mmol) in dry tetrahydrofuran (10 ml). After 1 h, tetrabenzyl pyrophosphate (100 mg, 0.19 mmol) was added and the stirring was continued for 20 min.The mixture was filtered, and the filtrate was concentrated under vacuum at a temperature below 35°C. The residue was dissolved in dichloromethane, washed with an aqueous solution of sodium hydrogen carbonate, dried over MgSO4 and concentrated under vacuum to give I-3-a as a colorless oil compound (84.4 mg, 89 %). 1H-NMR (DMSO-c/6, 200 MHz): δ 8.07-8.14 (m, 1 H, H-8), 7.92-7.97 (m,2H, H-21 ,H-6'), 7.67-7.77 (m, 2H, H-3', H-51) , 7.40-7.50 (m, 1 OH, Ph), 5.31 (s, 2H, -CH1-Ph), 5.27(s, 2H, -CH2-Ph)MS (m/z) 500 (ES+) Anal, calcd for C29H23FNO6P: C, 69.74; H1 4.64; N, 2.80. Found: C.69.75 ;H, 4.60; N, 2.81.
  • 5
  • [ 103914-44-9 ]
  • [ 103914-45-0 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride In dichloromethane for 12h; Reflux;
  • 6
  • [ 98-86-2 ]
  • [ 371-40-4 ]
  • [ 103914-44-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: toluene / 6 h / 110 °C / Molecular sieve; Schlenk technique 2: oxygen; bis(dibenzylideneacetone)-palladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium iodide; sodium benzoate; copper(I) bromide dimethylsulfide complex / toluene; dimethyl sulfoxide / 24 h / 110 °C / Molecular sieve; Schlenk technique
  • 7
  • [ 201230-82-2 ]
  • [ 591751-71-2 ]
  • [ 103914-44-9 ]
YieldReaction ConditionsOperation in experiment
23mg With sodium benzoate; copper(I) bromide dimethylsulfide complex; oxygen; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium iodide; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide; toluene at 110℃; for 24h; Molecular sieve; Schlenk technique;
  • 8
  • [ 103914-44-9 ]
  • [ 1032315-69-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C 1.2: 0.33 h / 0 °C 2.1: hydrogen / palladium 10% on activated carbon / methanol / 0.17 h / 20 °C
  • 9
  • [ 103914-44-9 ]
  • sodium 6-fluoro-2-phenylquinolin-4-yl-phosphate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C 1.2: 0.33 h / 0 °C 2.1: hydrogen / palladium 10% on activated carbon / methanol / 0.17 h / 20 °C 3.1: water / 6 h / 20 °C
  • 10
  • [ 700-36-7 ]
  • [ 536-74-3 ]
  • [ 199620-15-0 ]
  • [ 103914-44-9 ]
YieldReaction ConditionsOperation in experiment
85% With anhydrous sodium carbonate; tri-tert-butylphosphonium hydrogen tetrafluoroborate In water monomer; N,N-dimethyl-formamide at 110℃; for 24h;
YieldReaction ConditionsOperation in experiment
83% Stage #1: With lithium hydroxide monohydrate; palladium diacetate; anhydrous sodium carbonate; tri-tert-butylphosphonium hydrogen tetrafluoroborate In N,N-dimethyl-formamide at 100 - 120℃; for 2h; Schlenk technique; Stage #2: In N,N-dimethyl-formamide at 100 - 120℃; for 22h; Schlenk technique; 1-15 Example 1-15 General procedure: According to the raw material ratio of Table 1, palladium acetate, tetrafluoroborate tri-tert-butylphosphine, carbonyl molybdenum, sodium carbonate, water, o-bromonitrobenzene compound ( II) and N, N-dimethylformamide were added in a 35mL Schlenk tube for 2 hours, and then added alkyne (III), reacted at 100 ~ 120 ° C for 22 hours, according to the conditions of Table 2, after the reaction was complete, filtered, silica gel mixed, purified by column chromatography to obtain the corresponding quinoline-4 (1H)-ketone compound (I).
83% Stage #1: With lithium hydroxide monohydrate; palladium diacetate; anhydrous sodium carbonate; tri-tert-butylphosphonium hydrogen tetrafluoroborate In N,N-dimethyl-formamide at 110℃; for 2h; Schlenk technique; Stage #2: In N,N-dimethyl-formamide at 110℃; for 22h; Schlenk technique; 5 Example 1-15 General procedure: According to the raw material ratio of Table 1, palladium acetate, tetrafluoroborate tri-tert-butylphosphine, carbonyl molybdenum, sodium carbonate, water, o-bromonitrobenzene compound ( II) and N, N-dimethylformamide were added in a 35mL Schlenk tube for 2 hours, and then added alkyne (III), reacted at 100 ~ 120 ° C for 22 hours, according to the conditions of Table 2, after the reaction was complete, filtered, silica gel mixed, purified by column chromatography to obtain the corresponding quinoline-4 (1H)-ketone compound (I).
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