2-(4-Methylphenoxy)pyridine-3-carboxamide

Base Information

• Chemical Name: 2-(4-Methylphenoxy)pyridine-3-carboxamide
• CAS No.: 14547-84-3
• Molecular Formula: C13H12N2O2
• Molecular Weight: 228.25
• Mol file: 14547-84-3.mol

Synonyms:Nicotinsaeure-p-anisidid;nicotinic acid p-anisidide;N-(4-methoxy-phenyl)-nicotinamide;Nicotinsaeure-4-methoxy-anilid;

Chemical Property of 2-(4-Methylphenoxy)pyridine-3-carboxamide

Chemical Property:

• Melting Point: 144 °C
• Boiling Point: 307.9±22.0 °C(Predicted)
• PKA: 11.69±0.70(Predicted)
• PSA: 51.22000
• Density: 1.230±0.06 g/cm3(Predicted)
• LogP: 2.41550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Methylphenoxy)pyridine-3-carboxamide

There total 12 articles about 2-(4-Methylphenoxy)pyridine-3-carboxamide 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: 87.0%

nicotinamide (98-92-0,1255150-40-3) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)nicotinamide (14547-84-3)

Guidance literature:

With silica gel; In neat (no solvent); at 145 ℃; for 28h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2015.10.016

Reference yield: 84.0%

4-chloromethoxybenzene (623-12-1) + nicotinamide (98-92-0,1255150-40-3) → N-(4-methoxyphenyl)nicotinamide (14547-84-3)

Guidance literature:

With potassium phosphate; t-BuBrettPhos; water; palladium diacetate; In tert-butyl alcohol; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2009.04.096

Reference yield: 81.0%

3-Bromopyridine (626-55-1,163928-56-1) + 4-methoxy-aniline (104-94-9) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → N-(4-methoxyphenyl)nicotinamide (14547-84-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 120 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Sealed tube; Inert atmosphere;

DOI:10.1055/s-0037-1609152

upstream raw materials:

nicotinic acid

4-methoxy-aniline

3-pyridinecarbonyl chloride

Pyridine-2,3-dicarboxylic anhydride

Downstream raw materials:

3-(4-methoxy-phenylcarbamoyl)-1-methyl-pyridinium; iodide

Refernces

• 1、 Mamone, Marius,Aziz, Jessy,Le Bescont, Julie,Piguel, Sandrine. "Aminocarbonylation of N -Containing Heterocycles with Aromatic Amines Using Mo(CO) 6". . p. 1521 - 1526. Retrieved 2018/01/27.
• 2、 Nammalwar, Baskar,Muddala, Nagendra Prasad,Watts, Field M.,Bunce, Richard A.. "Efficient conversion of acids and esters to amides and transamidation of primary amides using OSU-6". . p. 9101 - 9111. Retrieved 2015/11/09.