5-(4-(Trifluoromethoxy)phenyl)picolinic acid

Base Information

• Chemical Name: 5-(4-(Trifluoromethoxy)phenyl)picolinic acid
• CAS No.: 851266-72-3
• Molecular Formula: C13H8 F3 N O3
• Molecular Weight: 283.207
• DSSTox Substance ID: DTXSID20681375
• Wikidata: Q82605363
• Mol file: 851266-72-3.mol

Synonyms:5-(4-(Trifluoromethoxy)phenyl)picolinic acid;851266-72-3;5-[4-(trifluoromethoxy)phenyl]pyridine-2-carboxylic acid;5-(4-(Trifluoromethoxy)phenyl)picolinicacid;SCHEMBL5123658;DTXSID20681375;MFCD16877960;AKOS012256559;5-(4-Trifluoromethoxyphenyl)picolinic acid;5-(4-TRIFLUOROMETHOXYPHENYL)-PICOLINIC ACID

Chemical Property of 5-(4-(Trifluoromethoxy)phenyl)picolinic acid

Chemical Property:

• PSA: 59.42000
• LogP: 3.34540
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 283.04562760
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

98% ^*data from raw suppliers

5-(4-(Trifluoromethoxy)phenyl)picolinicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN=C(C=C2)C(=O)O)OC(F)(F)F

Technology Process of 5-(4-(Trifluoromethoxy)phenyl)picolinic acid

There total 1 articles about 5-(4-(Trifluoromethoxy)phenyl)picolinic 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: 43.0%

5-bromoisonicotinic acid (30766-11-1) + 4-trifluoromethoxyphenylboronic acid (139301-27-2) → 5-[4-(trifluoromethoxy)phenyl]pyridine-2-carboxylic acid (851266-72-3)

Guidance literature:

5-bromoisonicotinic acid; 4-trifluoromethoxyphenylboronic acid; With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 90 ℃;

With water; In 1,2-dimethoxyethane;

With hydrogenchloride; water; In 1,2-dimethoxyethane; ethyl acetate; pH=2;

Reference yield: 71.0%

5-[4-(trifluoromethoxy)phenyl]pyridine-2-carboxylic acid (851266-72-3) + (S)-5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-amine → N-[(2S)-5-methyl-8-(4-methyl-1-piperazinyl)-1,2,3,4-tetrahydro-2-naphthalenyl]-5-[4-(trifluoromethoxy)phenyl]-2-pyridinecarboxamide

Guidance literature:

5-(4-(trifluoromethoxy)phenyl)picolinic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 0.25h;

(S)-5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-amine; In N,N-dimethyl-formamide; at 20 ℃; for 40h;

DOI:10.1016/j.ejmech.2021.114059

Reference yield: 59.0%

(R)-2-Amino-5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-naphthalene (220051-78-5) + 5-[4-(trifluoromethoxy)phenyl]pyridine-2-carboxylic acid (851266-72-3) → N-[(2R)-5-methyl-8-(4-methyl-1-piperazinyl)-1,2,3,4-tetrahydro-2-naphthalenyl]-5-[4-(trifluoromethoxy)phenyl]-2-pyridinecarboxamide

Guidance literature:

5-(4-(trifluoromethoxy)phenyl)picolinic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 0.25h;

(R)-2-Amino-5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-naphthalene; In N,N-dimethyl-formamide; at 20 ℃; for 40h;

DOI:10.1016/j.ejmech.2021.114059

upstream raw materials:

5-bromoisonicotinic acid

4-trifluoromethoxyphenylboronic acid