ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate

Base Information

Chemical Name:ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate
CAS No.:131994-26-8
Molecular Formula:C₂₀H₁₄FNO₃
Molecular Weight:335.334
Hs Code.:

Synonyms:ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate

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Chemical Property of ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate

Chemical Property:

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Technology Process of ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate

There total 6 articles about ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

: 131994-24-6
ethyl 1-(4-fluorophenyl)-1,4-dihydro-4-oxo-7-<(trimethylsilyl)ethynyl>-3-quinolinecarboxylate

: 131994-26-8
ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate

Guidance literature:: With potassium fluoride; In ethanol; for 4h; Heating;
DOI:10.1021/jm00063a008

Reference yield:

: 59748-90-2
4-Bromo-2-chloro-benzoic Acid

: 131994-26-8
ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂ / Heating

2: 1.) n-BuLi / 1.) THF, from -70 deg C to -10 deg C, 2.) THF, 0 deg C, 2 h

3: diethyl ether / Ambient temperature

4: 2.) K₂CO₃ / 1.) THF, RT, overnight, 2.) DMF, reflux, 3 h

5: 88 percent / CuI, Et₃N, Pd(PPh₃)2Cl₂ / acetonitrile / 1 h / Heating

6: 73 percent / KF / ethanol / 4 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; copper(l) iodide; n-butyllithium; thionyl chloride; potassium carbonate; triethylamine; In diethyl ether; ethanol; acetonitrile;
DOI:10.1021/jm00063a008

Reference yield:

: 21900-55-0
4-bromo-2-chlorobenzoyl chloride

: 131994-26-8
ethyl 7-ethynyl-1,4-dihydro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, from -70 deg C to -10 deg C, 2.) THF, 0 deg C, 2 h

2: diethyl ether / Ambient temperature

3: 2.) K₂CO₃ / 1.) THF, RT, overnight, 2.) DMF, reflux, 3 h

4: 88 percent / CuI, Et₃N, Pd(PPh₃)2Cl₂ / acetonitrile / 1 h / Heating

5: 73 percent / KF / ethanol / 4 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; copper(l) iodide; n-butyllithium; potassium carbonate; triethylamine; In diethyl ether; ethanol; acetonitrile;
DOI:10.1021/jm00063a008