N-(3-aminophenyl)pyridine-2-carboxamide

Base Information

• Chemical Name: N-(3-aminophenyl)pyridine-2-carboxamide
• CAS No.: 90209-80-6
• Molecular Formula: C12H11N3O
• Molecular Weight: 213.239
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60389747
• Mol file: 90209-80-6.mol

Synonyms:90209-80-6;N-(3-aminophenyl)pyridine-2-carboxamide;Pyridine-2-carboxylic acid (3-amino-phenyl)-amide;N-(3-Aminophenyl)picolinamide;BAS 02751817;Oprea1_353247;Oprea1_866387;SCHEMBL3087891;DTXSID60389747;STK842415;AKOS000134508;CS-0330420;pyridine-2-carboxylic acid (3-aminophenyl)amide;pyridine-2-carboxylic acid(3-amino-phenyl)-amide;SR-01000362422;SR-01000362422-1

Chemical Property of N-(3-aminophenyl)pyridine-2-carboxamide

Chemical Property:

• PSA: 68.01000
• LogP: 2.57030
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 213.090211983
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

Pyridine-2-carboxylic acid (3-amino-phenyl)-amide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)NC2=CC=CC(=C2)N

Technology Process of N-(3-aminophenyl)pyridine-2-carboxamide

There total 4 articles about N-(3-aminophenyl)pyridine-2-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: 73.0%

pyridine-2-carboxylic acid 3-nitrophenylamide (90209-83-9) → N-(3-aminophenyl)pyridine-2'-carboxamide (90209-80-6)

Guidance literature:

With palladium on activated charcoal; hydrazine; In methanol; for 0.5h; Reflux;

DOI:10.1016/j.ejmech.2019.02.050

Reference yield:

3-nitro-aniline (99-09-2) → N-(3-aminophenyl)pyridine-2'-carboxamide (90209-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 3 h / 75 °C

2: sodium tetrahydroborate / methanol; dichloromethane / 3 h / 0 - 20 °C

With sodium tetrahydroborate; triethylamine; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2014.06.032

Reference yield:

pyridine-2-carbonyl chloride (29745-44-6) → N-(3-aminophenyl)pyridine-2'-carboxamide (90209-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 3 h / 75 °C

2: sodium tetrahydroborate / methanol; dichloromethane / 3 h / 0 - 20 °C

With sodium tetrahydroborate; triethylamine; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2014.06.032

upstream raw materials:

pyridine-2-carboxylic acid 3-nitrophenylamide

3-nitro-aniline

pyridine-2-carbonyl chloride

2-Picolinic acid

Downstream raw materials:

C₁₉H₁₅N₃O₂