N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

Base Information

• Chemical Name: N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide
• CAS No.: 1092394-02-9
• Molecular Formula: C₁₇H₁₄FN₅O₄
• Molecular Weight: 371.328

Synonyms:N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

Chemical Property of N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

Chemical Property:

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Technology Process of N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

There total 17 articles about N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-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: 87.0%

1,3-dimethylpyrazol-5-carboxylic acid (5744-56-9) + 2-fluoro-5-(6-nitropyridin-3-yloxy)benzenamine (1020173-38-9) → N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (1092394-02-9)

Guidance literature:

1,3-dimethylpyrazol-5-carboxylic acid; With thionyl chloride; In N,N-dimethyl acetamide; at 0 - 15 ℃; for 1h;

2-fluoro-5-(6-nitropyridin-3-yloxy)benzenamine; In N,N-dimethyl acetamide; at 20 ℃; for 1h;

DOI:10.1021/op4002824

Reference yield: 78.0%

5-chloro-2-nitropyridine (52092-47-4) + N-(2-fluoro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide (1005788-04-4) → N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (1092394-02-9)

Guidance literature:

With potassium carbonate; In water; dimethyl sulfoxide; at 75 - 85 ℃; for 6h; Large scale;

DOI:10.1021/op4002824

Reference yield: 59.0%

5-bromo2-nitropyridine (39856-50-3) + N-(2-fluoro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide (1005788-04-4) → N-{2-fluoro-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (1092394-02-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1016/j.bmc.2013.04.042

upstream raw materials:

5-bromo2-nitropyridine

N-(2-fluoro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

1,3-dimethyl-1H-pyrazole-5-carbonyl chloride

5-hydroxy-2-fluoroaniline

Downstream raw materials:

N-{5-[(6-aminopyridin-3-yl)oxy]-2-fluorophenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

ethyl {[5-(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}-4-fluorophenoxy)pyridine-2-yl]carbamothioyl}carbamate

N-{5-[(2-amino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)oxy]-2-fluorophenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo-[1,5-a]pyridin-6-yl}oxy)-2-fluorophenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

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