(2E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid

Base Information

• Chemical Name: (2E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid
• CAS No.: 689251-97-6
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.15
• Hs Code.: 2933199090
• European Community (EC) Number: 672-033-4
• DSSTox Substance ID: DTXSID10364140
• Mol file: 689251-97-6.mol

Synonyms:689251-97-6;(2E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid;(E)-3-(1-Methyl-1H-pyrazol-4-yl)acrylic acid;(E)-3-(1-methylpyrazol-4-yl)prop-2-enoic acid;(2E)-3-(1-Methyl-1H-pyrazol-4-yl)-2-propenoic acid;2-Propenoic acid, 3-(1-methyl-1H-pyrazol-4-yl)-, (2E)-;(2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoic acid;(2E)-3-(1-methylpyrazol-4-yl)prop-2-enoic acid;SCHEMBL450358;SCHEMBL450359;DTXSID10364140;MFCD02090857;STK301291;AKOS000262562;AT12855;FS-5681;3-(1-methyl-1h-pyrazol-4-yl)-acrylic acid;Propenoic acid, 3-(1-methyl-4-pyrazolyl)-;EN300-22549;EN300-322534;(E)-3-(1-Methyl-1H-pyrazol-4-yl)acrylicacid;3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoic acid;A866946;Z2315576000;(2E)-3-(1-Methyl-1H-pyrazol-4-yl)-2-propenoic acid #;146098-29-5

Chemical Property of (2E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid

Chemical Property:

• Vapor Pressure: 7.23E-05mmHg at 25°C
• Refractive Index: 1.561
• Boiling Point: 329.3°C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 152.9°C
• PSA: 55.12000
• Density: 1.2g/cm³
• LogP: 0.51790
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

(2E)-3-(1-Methyl-1H-pyrazol-4-yl)-2-propenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=N1)C=CC(=O)O
• Isomeric SMILES: CN1C=C(C=N1)/C=C/C(=O)O
• Uses: (2E)-3-(1-Methyl-1H-pyrazol-4-yl)-2-propenoic Acid is used to prepare cyclopropanecarboxamides as histamine H3 receptor ligands.

Technology Process of (2E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid

There total 4 articles about (2E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic 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: 87.0%

1-methylpyrazole-4-carbaldehyde (25016-11-9) + malonic acid (141-82-2) → (E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid (689251-97-6)

Guidance literature:

With piperidine; pyridine; at 70 ℃; for 72h;

DOI:10.1007/s00706-016-1726-6

Reference yield: 76.0%

(E)-ethyl 3-(1-methyl-1H-pyrazol-4-yl)acrylate (192661-36-2) → (E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid (689251-97-6)

Guidance literature:

With water; lithium hydroxide; In ethanol; at 70 ℃;

Reference yield:

methyl (2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoate (1295583-21-9) → (E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid (689251-97-6)

Guidance literature:

methyl (2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoate; With potassium hydroxide; In methanol; at 70 ℃;

With hydrogenchloride; In water; pH=4;

upstream raw materials:

1-methylpyrazole-4-carbaldehyde

malonic acid

methyl (2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoate

(E)-ethyl 3-(1-methyl-1H-pyrazol-4-yl)acrylate

Downstream raw materials:

(E)-N-(2-amino-5-fluorophenyl)-3-(1-methyl-1H-pyrazol-4-yl)acrylamide

(E)-tert-butyl (5-fluoro-2-(3-(1-methyl-1H-pyrazol-4-yl)acrylamido)phenyl)carbamate

methyl (2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoate

(E)-N-(2-amino-4-fluorophenyl)-3-(1-methyl-1H-pyrazol-4-yl)acrylamide