7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-3-carboxamide

Base Information

• Chemical Name: 7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-3-carboxamide
• CAS No.: 863442-11-9
• Molecular Formula: C₂₁H₁₈F₄N₄O₄
• Molecular Weight: 466.392
• Mol file: 863442-11-9.mol

Synonyms:

Chemical Property of 7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-3-carboxamide

There total 7 articles about 7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-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:

trifluoroethylamine (753-90-2) + 1-[2-(Dimethylamino)-2-oxoethyl]-7-(4-fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (863436-75-3) → 7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-3-carboxamide (863442-11-9)

Guidance literature:

Reference yield:

C19H19F4N3O3 (1616665-94-1) → 7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-3-carboxamide (863442-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dichloro-ethane / Heating

2: ethanol / Heating

In ethanol; 1,2-dichloro-ethane; 1: |Dieckmann Condensation;

DOI:10.1016/j.bmcl.2014.05.011

Reference yield:

ethyl 3-amino-5-[(4-fluorophenyl)methyl]-2-pyridinecarboxylate (863442-92-6) → 7-(4-Fluorobenzyl)-4-hydroxy-N-methyl-2-oxo-1-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-1,2-dihydro-1,5-naphthyridine-3-carboxamide (863442-11-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ethanol / Heating

1.2: 20 °C

2.1: O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; triethylamine / N,N-dimethyl-formamide

3.1: 1,2-dichloro-ethane / Heating

4.1: ethanol / Heating

With triethylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 3.2: |Dieckmann Condensation;

DOI:10.1016/j.bmcl.2014.05.011

upstream raw materials:

C₁₉H₁₉F₄N₃O₃

ethyl 3-amino-5-[(4-fluorophenyl)methyl]-2-pyridinecarboxylate

C₂₂H₁₉F₄N₃O₅

methylamine