5-(5-(Ethoxycarbonyl)-3-methyl-1H-pyrazol-1-YL)-2-methoxybenzoic acid

Base Information

• Chemical Name: 5-(5-(Ethoxycarbonyl)-3-methyl-1H-pyrazol-1-YL)-2-methoxybenzoic acid
• CAS No.: 637318-31-1
• Molecular Formula: C15H16 N2 O5
• Molecular Weight: 304.3
• DSSTox Substance ID: DTXSID10472254
• Wikidata: Q82301073
• Mol file: 637318-31-1.mol

Synonyms:637318-31-1;5-(5-(ETHOXYCARBONYL)-3-METHYL-1H-PYRAZOL-1-YL)-2-METHOXYBENZOIC ACID;5-[5-(Ethoxycarbonyl)-3-methyl-1H-pyrazol-1-yl]-2-methoxybenzoic acid;DTXSID10472254;AB44133;1H-Pyrazole-5-carboxylicacid,1-(3-carboxy-4-methoxyphenyl)-3-methyl-,5-ethyl ester;5-(5-(ETHOXYCARBONYL)-3-METHYL-1H-PYRAZOL-1-YL)-2-METHOXYBENZOICACID

Chemical Property of 5-(5-(Ethoxycarbonyl)-3-methyl-1H-pyrazol-1-YL)-2-methoxybenzoic acid

Chemical Property:

• PSA: 90.65000
• LogP: 2.06420
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 304.10592162
• Heavy Atom Count: 22
• Complexity: 417

Purity/Quality:

99% ^*data from raw suppliers

5-(5-(ETHOXYCARBONYL)-3-METHYL-1H-PYRAZOL-1-YL)-2-METHOXYBENZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NN1C2=CC(=C(C=C2)OC)C(=O)O)C

Technology Process of 5-(5-(Ethoxycarbonyl)-3-methyl-1H-pyrazol-1-YL)-2-methoxybenzoic acid

There total 2 articles about 5-(5-(Ethoxycarbonyl)-3-methyl-1H-pyrazol-1-YL)-2-methoxybenzoic acid 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:

3-amino-6-methoxy-benzoic acid (3403-47-2) → ethyl 1-(3-carboxy-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate (637318-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HCl; NaNO₂ / H₂O / 0.5 h / 0 °C

1.2: SnCl₂*2H₂O; HCl / H₂O / 0.25 h / 0 °C

2.1: acetonitrile; H₂O / 3 h / Heating

With hydrogenchloride; sodium nitrite; In water; acetonitrile;

DOI:10.1021/jm030212h

Reference yield:

ethyl 2,4-diketopentanoate (615-79-2) → ethyl 1-(3-carboxy-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate (637318-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / 3A molecular sieves / ethanol / 18 h

2: acetonitrile; H₂O / 3 h / Heating

With 3 A molecular sieve; In ethanol; water; acetonitrile;

DOI:10.1021/jm030212h

Reference yield:

isobutyl chloroformate (543-27-1) + ethyl 1-(3-carboxy-4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate (637318-31-1) → 2-(3-isobutoxycarbonyloxycarbonyl-4-methoxy-phenyl)-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at 0 ℃; for 0.333333h;

DOI:10.1021/jm030212h

upstream raw materials:

3-amino-6-methoxy-benzoic acid

ethyl 2,4-diketopentanoate

Downstream raw materials:

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

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

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

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