4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid

Base Information

• Chemical Name: 4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid
• CAS No.: 84547-85-3
• Molecular Formula: C5H5 Cl N2 O2
• Molecular Weight: 160.56
• Hs Code.: 2933199090
• European Community (EC) Number: 635-919-1
• DSSTox Substance ID: DTXSID10344144
• Wikidata: Q72454771
• Mol file: 84547-85-3.mol

Synonyms:4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid;84547-85-3;4-chloro-1-methylpyrazole-3-carboxylic acid;4-Chloro-1-methyl-pyrazole-3-carboxylic acid;MFCD01821187;4-Chloro-1-methyl-1H-pyrazole-3-carboxylicacid;SCHEMBL982875;1H-Pyrazole-3-carboxylic acid, 4-chloro-1-methyl-;DTXSID10344144;STK292394;AKOS000304133;AC-6340;FS-1382;CS-0137702;FT-0630270;EN300-83469;4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid #;Q-102371;F2169-0551;Z275169940

Chemical Property of 4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 8.41E-05mmHg at 25°C
• Melting Point: 219-221 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 327°C at 760 mmHg
• PKA: 2.78±0.25(Predicted)
• Flash Point: 151.6°C
• PSA: 55.12000
• Density: 1.56g/cm³
• LogP: 0.77170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 160.0039551
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C(=N1)C(=O)O)Cl
• Uses: 4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid is a reagent used in the preparation of a library of acylaminoacrylates for fragment-based identification of selective small molecule covalent inhibitors of the cysteine protease papain.

Technology Process of 4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid

There total 4 articles about 4-Chloro-1-methyl-1H-pyrazole-3-carboxylic 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: 82.0%

ethyl 4-chloro-1-methyl-pyrazole-3-carboxylate (942853-19-2) → 4-chloro-1-methyl-1H-pyrazole-3-carboxylic acid (84547-85-3)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; at 40 ℃; for 16h; Inert atmosphere;

Reference yield: 21.2%

1,3-Dimethyl-4-chlor-pyrazol (15878-44-1) → 4-chloro-1-methyl-1H-pyrazole-3-carboxylic acid (84547-85-3)

Guidance literature:

With potassium permanganate; In water; at 60 ℃;

Reference yield: 20.0%

1-methylpyrazole-3-carboxylic acid (25016-20-0) → 4-chloro-1-methyl-1H-pyrazole-3-carboxylic acid (84547-85-3)

Guidance literature:

With chlorine; In acetic acid;

upstream raw materials:

1,3-Dimethyl-4-chlor-pyrazol

1-methylpyrazole-3-carboxylic acid

1,3-dimethyl-1H-pyrazole

ethyl 4-chloro-1-methyl-pyrazole-3-carboxylate

Downstream raw materials:

4-chloro-N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1-methyl-1H-pyrazole-3-carboxamide

4-chloro-N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-1-methyl-1H-pyrazole-3-carboxamide

C₃₈H₄₀ClF₂N₇O₂

4-chloro-1-methyl-1H-pyrazole-3-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Refernces

• 1、 Lyalin,Petrosyan,Ugrak. "Electrosynthesis of 4-chloropyrazolecarboxylic acids". experimental part. p. 291 - 296. Retrieved 2010/07/09.
• 2、 Manaev, Yu. A.,Andreeva, M. A.,Perevalov, V. P.,Stepanov, B. I.,Dubrovskaya, V. A.,Seraya, V. I.. "SYNTHESIS FROM DIMETHYLPYRAZOLES V. NITRATION OF 4-HALOPYRAZOLE-3- AND -5-CARBOXYLIC ACIDS". . p. 2291 - 2296. Retrieved 2007/10/02.