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

Base Information

• Chemical Name: methyl 3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate
• CAS No.: 192701-83-0
• Molecular Formula: C12H12 N2 O3
• Molecular Weight: 232.239
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID90361334
• Wikidata: Q82143625
• ChEMBL ID: CHEMBL1530192
• Mol file: 192701-83-0.mol

Synonyms:192701-83-0;methyl 3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate;5-(4-METHOXY-PHENYL)-2H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER;methyl 5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate;MFCD05668058;MLS-0091975.0001;5-(4-methoxyphenyl)-1H-Pyrazole-3-carboxylic acid methyl ester;MLS000675514;SCHEMBL1414008;SCHEMBL8368151;CHEMBL1530192;BDBM41861;cid_1243311;DTXSID90361334;HMS1597K01;HMS2727K22;BBL012369;STK803183;AKOS000112320;AKOS003314514;UPCMLD0ENAT5756795:001;SMR000295792;VS-03306;BB 0219305;FT-0741221;EN300-139676;SR-01000290695;SR-01000290695-1;methyl3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate;Z57683712;F1727-0243;3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylic acid methyl ester;Methyl 3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate, AldrichCPR

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

Chemical Property:

• Vapor Pressure: 2.35E-08mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 451.9°Cat760mmHg
• PKA: 10?+-.0.10(Predicted)
• Flash Point: 227.1°C
• PSA: 64.21000
• Density: 1.234g/cm³
• LogP: 1.87190
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 232.08479225
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NNC(=C2)C(=O)OC

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

There total 9 articles about methyl 3-(4-methoxyphenyl)-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: 69.0%

(E)-methyl 2-diazo-4-(4-methoxyphenyl)but-3-enoate (234084-69-6) → methyl 5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate (192701-83-0)

Guidance literature:

With α,α,α-trifluorotoluene; for 0.166667h; Reflux;

DOI:10.1055/s-0040-1707111

Reference yield:

Sodium; (Z)-1-methoxycarbonyl-3-(4-methoxy-phenyl)-3-oxo-propen-1-olate → methyl 5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate (192701-83-0)

Guidance literature:

With hydrazine hydrate; In acetic acid; at 120 ℃; for 2h;

DOI:10.1016/j.bmcl.2015.12.094

Reference yield:

1-(4-methoxyphenyl)ethanone (100-06-1) → methyl 5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate (192701-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / tetrahydrofuran / 8 h / 20 °C

2: acetic acid; hydrazine hydrate / 1 h / Reflux

With sodium methylate; hydrazine hydrate; acetic acid; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2012.10.099

upstream raw materials:

1-(4-methoxyphenyl)ethanone

methyl (4-methoxybenzoyl)pyruvate

(E)-methyl 2-diazo-4-(4-methoxyphenyl)but-3-enoate

4-methoxy-benzaldehyde

Downstream raw materials:

5-(4-hydroxyphenyl)-1H-pyrazole-3-carboxylic acid

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

C₃₃H₃₁N₃O₉

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