ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate
• CAS No.: 228259-07-2
• Molecular Formula: C₁₅H₁₇N₅O₃
• Molecular Weight: 315.332

Synonyms:ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate

Chemical Property of ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate

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Technology Process of ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate

There total 2 articles about ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-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: 58.0%

2-(2-methanesulfonyloxymethyl-4-methoxy-phenyl)-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester (864061-59-6) → ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate (228259-07-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 1.5h;

DOI:10.1021/jm030212h

Reference yield:

ethyl 1-(2-hydroxymethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate (228259-05-0) → ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate (228259-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Et₃N / CHCl₃ / 6 h

2: 58 percent / NaN₃ / dimethylformamide / 1.5 h / 60 °C

With sodium azide; triethylamine; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm030212h

Reference yield:

ethyl 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate (228259-07-2) → 1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid (228259-08-3)

Guidance literature:

With sodium hydroxide; In ethanol; at 45 ℃;

DOI:10.1021/jm030212h

upstream raw materials:

2-(2-methanesulfonyloxymethyl-4-methoxy-phenyl)-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester

ethyl 1-(2-hydroxymethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate

Downstream raw materials:

1-(2-azidomethyl-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid

2-(2-azidomethyl-4-methoxy-phenyl)-5-methyl-2H-pyrazole-3-carbonyl chloride

2-(2-aminomethyl-4-methoxy-phenyl)-5-methyl-2H-pyrazole-3-carboxylic acid (2'-tert-butylsulfamoyl-biphenyl-4-yl)-amide

3-methyl-1-(2-azidomethyl-4-methoxyphenyl)-1H-pyrazole-5-(N-(4-(2-N-tert-butylsulfamido)phenyl)phenyl)carboxamide

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