6-(1H-pyrazol-1-yl)nicotinic acid

Base Information

• Chemical Name: 6-(1H-pyrazol-1-yl)nicotinic acid
• CAS No.: 253315-22-9
• Molecular Formula: C9H7N3O2
• Molecular Weight: 189.173
• Hs Code.: 29333990
• European Community (EC) Number: 860-562-5
• DSSTox Substance ID: DTXSID70377054
• Nikkaji Number: J2.898.532K
• Wikidata: Q72503645
• ChEMBL ID: CHEMBL1353628
• Mol file: 253315-22-9.mol

Synonyms:6-(1H-pyrazol-1-yl)nicotinic acid;253315-22-9;6-pyrazol-1-ylpyridine-3-carboxylic Acid;6-(1H-Pyrazol-1-Yl)Pyridine-3-Carboxylic Acid;6-PYRAZOL-1-YL-NICOTINIC ACID;6-Pyrazol-1-yl-nicotinicacid;Oprea1_423239;MLS000755370;SCHEMBL322839;YSCK0167;CHEMBL1353628;DTXSID70377054;QWFKXYLAKWFQLF-UHFFFAOYSA-N;HMS2616M05;6-(1H-Pyrazol-1-yl)nicotinicacid;BBL011266;MFCD00140749;STK939474;TD8137;6-(1h-pyrazol-1-yl) nicotinic acid;6-(1H-Pyrazole-1-yl)nicotinic Acid;AKOS000263291;2F-330S;CS-W015951;AC-28047;SMR000337758;BB 0218460;FT-0645340;EN300-27257;6-(1H-Pyrazol-1-yl)nicotinic acid, AldrichCPR;6-(1H-Pyrazole-1-yl)pyridine-3-carboxylic acid;J-517981;Z235344797

Chemical Property of 6-(1H-pyrazol-1-yl)nicotinic acid

Chemical Property:

• Vapor Pressure: 6.19E-07mmHg at 25°C
• Melting Point: 272-274℃
• Refractive Index: 1.673
• Boiling Point: 394.6 °C at 760 mmHg
• PKA: 3.28±0.10(Predicted)
• Flash Point: 192.5 °C
• PSA: 68.01000
• Density: 1.39 g/cm³
• LogP: 0.96550
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 189.053826475
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

6-(1H-Pyrazol-1-yl)nicotinic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(N=C1)C2=NC=C(C=C2)C(=O)O

Technology Process of 6-(1H-pyrazol-1-yl)nicotinic acid

There total 4 articles about 6-(1H-pyrazol-1-yl)nicotinic 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: 97.0%

ethyl 6-(1H-pyrazol-1-yl)pyridine-3-carboxylate (1428929-49-0) → 6-(1H-pyrazol-1-yl)pyridine-3-carboxylic acid (253315-22-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃;

DOI:10.1016/j.ejmech.2018.05.013

Reference yield:

6-(1H-pyrazol-1-yl)nicotinic acid methyl ester (321533-62-4) → 6-(1H-pyrazol-1-yl)pyridine-3-carboxylic acid (253315-22-9)

Guidance literature:

With water; Acidic aq. solution;

DOI:10.1016/j.tet.2010.09.102

Reference yield:

methyl 6-bromonicotinate (26218-78-0) → 6-(1H-pyrazol-1-yl)pyridine-3-carboxylic acid (253315-22-9)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; copper peroxide; salicylaldehyde-oxime / acetonitrile / 2 h / 85 °C / Inert atmosphere

2: sodium hydroxide; water / methanol / 4 h / 20 °C

With copper peroxide; salicylaldehyde-oxime; water; caesium carbonate; sodium hydroxide; In methanol; acetonitrile;

upstream raw materials:

6-(1H-pyrazol-1-yl)nicotinic acid methyl ester

ethyl 6-(1H-pyrazol-1-yl)pyridine-3-carboxylate

methyl 6-bromonicotinate

Downstream raw materials:

C₂₅H₂₈ClN₅O₂

Refernces

• 1、 Kolari?, Anja,?vajger, Urban,Toma?i?, Tihomir,Brox, Regine,Frank, Theresa,Minovski, Nikola,Tschammer, Nuska,Anderluh, Marko. "Insight into structural requirements for selective and/or dual CXCR3 and CXCR4 allosteric modulators". . p. 68 - 90. Retrieved 2018/05/26.
• 2、 -. "INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL". Page/Page column 40. . Retrieved 2014/06/23.