4-Chloro-3-methyl-N-phenyl-2-pyridinecarboxamide

Base Information

• Chemical Name: 4-Chloro-3-methyl-N-phenyl-2-pyridinecarboxamide
• CAS No.: 133928-62-8
• Molecular Formula: C₁₃H₁₁ClN₂O
• Molecular Weight: 246.696
• DSSTox Substance ID: DTXSID701237186
• Nikkaji Number: J931.828C
• Mol file: 133928-62-8.mol

Synonyms:DTXSID701237186;4-Chloro-3-methyl-N-phenyl-2-pyridinecarboxamide;133928-62-8

Chemical Property of 4-Chloro-3-methyl-N-phenyl-2-pyridinecarboxamide

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 246.0559907
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=CN=C1C(=O)NC2=CC=CC=C2)Cl

Technology Process of 4-Chloro-3-methyl-N-phenyl-2-pyridinecarboxamide

There total 4 articles about 4-Chloro-3-methyl-N-phenyl-2-pyridinecarboxamide 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: 67.0%

N-phenyl-4-chloro-2-pyridinecarboxamide (133928-61-7) + methyl iodide (74-88-4) → 4-Chloro-3-methyl-pyridine-2-carboxylic acid phenylamide (133928-62-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.5h;

Reference yield:

4-chloro-pyridine-2-carbonyl chloride (53750-66-6) → 4-Chloro-3-methyl-pyridine-2-carboxylic acid phenylamide (133928-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0 deg C to RT, RT, 3 h

2: 67 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

Reference yield:

4-Chloro-pyridine-2-carboxylic acid methyl ester (24484-93-3) → 4-Chloro-3-methyl-pyridine-2-carboxylic acid phenylamide (133928-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / AlMe₃ / CH₂Cl₂; heptane / 24 h / Heating

2: 67 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C

With trimethylaluminum; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane;

upstream raw materials:

N-phenyl-4-chloro-2-pyridinecarboxamide

methyl iodide

4-chloro-pyridine-2-carbonyl chloride

4-Chloro-pyridine-2-carboxylic acid methyl ester

Downstream raw materials:

4-chloro-3-methylpicolinic acid