N-(3-chlorophenyl)picolinamide

Base Information

• Chemical Name: N-(3-chlorophenyl)picolinamide
• CAS No.: 61350-00-3
• Molecular Formula: C12H9ClN2O
• Molecular Weight: 232.669
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00356877
• Nikkaji Number: J3.290.936A
• Wikidata: Q27089187
• Pharos Ligand ID: 3PDBNYXZCPGJ
• ChEMBL ID: CHEMBL556667
• Mol file: 61350-00-3.mol

Synonyms:N-(3-chlorophenyl)picolinamide;VU0364770

Chemical Property of N-(3-chlorophenyl)picolinamide

Chemical Property:

• Melting Point: 81-83 °C
• Boiling Point: 293.6±20.0 °C(Predicted)
• PKA: 11.24±0.70(Predicted)
• PSA: 45.48000
• Density: 1.341±0.06 g/cm3(Predicted)
• LogP: 3.37130
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.0403406
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

98%Min ^*data from raw suppliers

VU 0364770 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)NC2=CC(=CC=C2)Cl
• Uses: N-(3-Chlorophenyl)-2-pyridinecarboxamide shows positive allosteric modulation at the mGlu4 receptors in combination with other antagonists resulting in treatment for the neurodegenerative Parkinson’s disease. N-(3-Chlorophenyl)-2-pyridinecarboxamide shows positive allosteric modulation at the mGlu4 receptors in combination with other antagonists resulting in treatment for the neurodegenerative Parkinson’s disease (1).

Technology Process of N-(3-chlorophenyl)picolinamide

There total 5 articles about N-(3-chlorophenyl)picolinamide 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%

2-Picolinic acid (98-98-6) + 3-chloro-aniline (108-42-9) → V(647)U0370 (61350-00-3)

Guidance literature:

2-Picolinic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 20 ℃;

3-chloro-aniline; In 1,4-dioxane; at 50 ℃;

DOI:10.1021/jm9005065

Reference yield: 74.0%

pyridine-2-carbonyl chloride (29745-44-6) + 3-chloro-aniline (108-42-9) → V(647)U0370 (61350-00-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2021.153099

Reference yield:

2-picolinoyl chloride hydrochloride (39901-94-5) + 3-chloro-aniline (108-42-9) → V(647)U0370 (61350-00-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1039/c8ob00511g

upstream raw materials:

2-Picolinic acid

3-chloro-aniline

2-picolinoyl chloride hydrochloride

pyridine-2-carbonyl chloride

Downstream raw materials:

IrCp*Cl(pyridine-2-carboxylic acid N-(3-chlorophenyl)amide)

RhCp*Cl(pyridine-2-carboxylic acid N-(3-chlorophenyl)amide)

Ru-p-cymene*Cl(pyridine-2-carboxylic acid N-(3-chlorophenyl)amide)

N-(3,4-dichlorophenyl)picolinamide

Refernces

• 1、 Lord, Rianne M.,Zegke, Markus,Basri, Aida M.,Pask, Christopher M.,McGowan, Patrick C.. "Rhodium(III) Dihalido Complexes: The Effect of Ligand Substitution and Halido Coordination on Increasing Cancer Cell Potency". . p. 2076 - 2086. Retrieved 2021/02/06.
• 2、 Cheng, Tai-Jin,Wang, Xing,Xu, Hui,Dai, Hui-Xiong. "Copper-mediated ortho C–H primary amination of anilines". supporting information. . Retrieved 2021/05/10.