3,5-Difluoroisonicotinic acid

Base Information

• Chemical Name: 3,5-Difluoroisonicotinic acid
• CAS No.: 903522-29-2
• Molecular Formula: C6H3 F2 N O2
• Molecular Weight: 159.092
• Hs Code.: 2933399990
• European Community (EC) Number: 804-543-1
• DSSTox Substance ID: DTXSID30602591
• Wikidata: Q72464212
• Mol file: 903522-29-2.mol

Synonyms:3,5-difluoroisonicotinic acid;903522-29-2;3,5-Difluoropyridine-4-carboxylic acid;3,5-Difluoro-4-carboxypyridine;3,5-DIFLUORO-4-PYRIDINECARBOXYLIC ACID;MFCD04972829;3,5-Difluoro-isonicotinic acid;4-Pyridinecarboxylicacid, 3,5-difluoro-;3,5-difluoropyridine-4-carboxylicacid;3,5-difluoroisonicotinicacid;SCHEMBL695984;DTXSID30602591;DRWDDFVJHGAJTN-UHFFFAOYSA-N;AKOS005063969;AM62423;CS-W018710;GC-0754;4-Pyridinecarboxylicacid,3,5-difluoro-;3,5 difluoro pyridine-4-carboxylic acid;BP-10939;SY032274;3,5-Difluoroisonicotinic acid, AldrichCPR;DB-027492;EN300-120292;J-511327;Z1198165314;4-Carboxy-3,5-difluoropyridine

Chemical Property of 3,5-Difluoroisonicotinic acid

Chemical Property:

• Vapor Pressure: 0.000167mmHg at 25°C
• Boiling Point: 316.9oC at 760 mmHg
• PKA: 1.51±0.10(Predicted)
• Flash Point: 145.5oC
• PSA: 50.19000
• Density: 1.535g/cm3
• LogP: 1.05800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 159.01318466
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Difluoroisonicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C=N1)F)C(=O)O)F
• Uses: 3,5-Difluoropyridine-4-carboxylic acid can be used in the preparation of pyridyl-fused lactam derivatives. A di-substituted isonicotinic acid (I821760) used in the preparation of pyridyl-fused lactam derivatives.

Technology Process of 3,5-Difluoroisonicotinic acid

There total 1 articles about 3,5-Difluoroisonicotinic 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:

ethyl acetate (141-78-6) + 3,5-difluoropyridine (71902-33-5) → 3,5-difluoro-4-pyridinecarboxylic acid (903522-29-2)

Guidance literature:

3,5-difluoropyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;

ethyl acetate; In water monomer; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.114087

Reference yield: 100.0%

3,5-difluoro-4-pyridinecarboxylic acid (903522-29-2) → 3,5-difluoroisonicotinoyl chloride (383363-42-6)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;

Reference yield: 63.0%

3,5-difluoro-4-pyridinecarboxylic acid (903522-29-2) → (3,5-difluoro-pyridin-4-yl)methanol (924649-16-1)

Guidance literature:

3,5-difluoropyridine-4-carboxylic acid; With 10-[(3,5-difluoropyridin-4-yl)methyl]-10-[(pyridazin-4-yl)methyl]-9,10-hydroanthracen-9-one; triethylamine; In tetrahydrofuran; for 0.5h; Inert atmosphere; Sonication;

With sodium tetrahydridoborate; In tetrahydrofuran; methanol; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.bmcl.2019.126681

upstream raw materials:

ethyl acetate

3,5-difluoropyridine

Downstream raw materials:

N-{1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-3-yl}-3,5-difluoro-4-pyridinecarboxamide

3-fluoro-5-[(2-fluoro-4-iodophenyl)amino]isonicotinic acid

3-fluoro-5-[(2-fluoro-4-iodophenyl)amino]isonicotinamide

3-[(2-fluoro-4-iodophenyl)amino]-5-[(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)oxy]isonicotinamide

Refernces