1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide

Base Information

Chemical Name:1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide
CAS No.:1616491-29-2
Molecular Formula:C₂₀H₁₆FIN₂O₂
Molecular Weight:462.262
Hs Code.:

Synonyms:1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide

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Chemical Property of 1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide

Chemical Property:

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Technology Process of 1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide

There total 6 articles about 1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide 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: 83.0%

: 869310-69-0
1-cyclopropyl-6-iodo-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid

: 140-75-0
para-fluorobenzylamine

: 1616491-29-2
1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide

Guidance literature:: 1-cyclopropyl-6-iodo-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 0.25h;

para-fluorobenzylamine; In dichloromethane; for 2h;
DOI:10.1016/j.bmc.2014.05.028

Reference yield:

: 124700-41-0
2-fluoro-5-iodobenzoic acid

: 1616491-29-2
1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / Reflux

2.1: triethylamine / toluene / Reflux

3.1: ethanol; diethyl ether / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.67 h / 100 °C

5.1: water; hydrogenchloride / methanol / 2 h / Reflux

6.1: triethylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane / 0.25 h / 20 °C

6.2: 2 h

With hydrogenchloride; thionyl chloride; water; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2014.05.028

Reference yield:

: 186584-73-6
2-fluoro-5-iodobenzoyl chloride

: 1616491-29-2
1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / toluene / Reflux

2.1: ethanol; diethyl ether / 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.67 h / 100 °C

4.1: water; hydrogenchloride / methanol / 2 h / Reflux

5.1: triethylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane / 0.25 h / 20 °C

5.2: 2 h

With hydrogenchloride; water; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2014.05.028