ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

Base Information

• Chemical Name: ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate
• CAS No.: 1620683-62-6
• Molecular Formula: C₁₄H₁₃FN₂O₃
• Molecular Weight: 276.267

Synonyms:ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

Chemical Property of ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

Chemical Property:

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Technology Process of ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

There total 2 articles about ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate 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: 52.5%

3-oxo-2-(2-(3-fluorophenyl)hydrazono)butanoic acid ethyl ester (327089-82-7) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (1620683-62-6)

Guidance literature:

In toluene; for 12h; Reflux;

DOI:10.1016/j.ejmech.2014.06.068

Reference yield:

meta-fluoroaniline (372-19-0) → ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (1620683-62-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C

1.2: 0 °C

2.1: toluene / 12 h / Reflux

With hydrogenchloride; sodium nitrite; In water; toluene;

DOI:10.1016/j.ejmech.2014.06.068

Reference yield: 91.9%

ethyl 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (1620683-62-6) → 1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylic acid (1620683-70-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 4h;

DOI:10.1016/j.ejmech.2014.06.068

upstream raw materials:

meta-fluoroaniline

3-oxo-2-(2-(3-fluorophenyl)hydrazono)butanoic acid ethyl ester

ethyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

N-(3-fluoro-4-((6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide

N-(3-fluoro-4-((6-methoxy-7-(3-(piperidin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide

N-(3-fluoro-4-((6-methoxy-7-(3-(4-methylpiperidin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide

N-(3-fluoro-4-((6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinolin-4-yl)oxy)phenyl)-1-(3-fluorophenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide

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