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

Base Information

• Chemical Name: 1,3-dimethyl-N-{2-methyl-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide
• CAS No.: 1092393-94-6
• Molecular Formula: C₁₈H₁₇N₅O₄
• Molecular Weight: 367.364

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

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

Chemical Property:

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

There total 3 articles about 1,3-dimethyl-N-{2-methyl-5-[(6-nitropyridin-3-yl)oxy]phenyl}-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: 44.0%

5-bromo2-nitropyridine (39856-50-3) + N-(5-hydroxy-2-methylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide (1005788-08-8) → 1,3-dimethyl-N-{2-methyl-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide (1092393-94-6)

Guidance literature:

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

DOI:10.1016/j.bmc.2013.04.042

Reference yield:

1,3-dimethyl-1H-pyrazole-5-carbonyl chloride (55458-67-8) → 1,3-dimethyl-N-{2-methyl-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide (1092393-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 15 h / 0 - 20 °C

2: caesium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C

With caesium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2013.04.042

Reference yield:

3-amino-4-methylphenol (2836-00-2) → 1,3-dimethyl-N-{2-methyl-5-[(6-nitropyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide (1092393-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 15 h / 0 - 20 °C

2: caesium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C

With caesium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2013.04.042

upstream raw materials:

5-bromo2-nitropyridine

N-(5-hydroxy-2-methylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

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

3-amino-4-methylphenol

Downstream raw materials:

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

ethyl ({[5-(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}-4-methylphenoxy)pyridin-2-yl]amino}carbonothioyl)carbamate

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

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

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