4-chloro-N,N-dimethylpyridine-2-carboxamide

Base Information

• Chemical Name: 4-chloro-N,N-dimethylpyridine-2-carboxamide
• CAS No.: 114780-06-2
• Molecular Formula: C8H9ClN2O
• Molecular Weight: 184.625
• European Community (EC) Number: 829-456-6
• DSSTox Substance ID: DTXSID70407042
• Wikidata: Q82212258
• Mol file: 114780-06-2.mol

Synonyms:114780-06-2;4-Chloro-N,N-dimethylpicolinamide;4-chloro-N,N-dimethylpyridine-2-carboxamide;4-Chloro-N,N-dimethyl-pyridine-2-carboxamide;2-Pyridinecarboxamide, 4-chloro-N,N-dimethyl-;SCHEMBL621293;DTXSID70407042;UIYJJRGPGYNXNE-UHFFFAOYSA-N;MFCD06655680;AKOS008999236;BS-14474;3-[3-(Dimethylamino)propoxy]benzylalcohol;4-chloro-N,N-dimethyl-2-pyridinecarboxamide;CS-0164187;FT-0645747;EN300-13131;D84243;4-Chloro-pyridine-2-carboxylic acid dimethylamide;A803235;Z89269017;F8881-2464;4-Chloro-N,N-dimethylpicolinamide? (Sorafenib Impurity pound(c)

Chemical Property of 4-chloro-N,N-dimethylpyridine-2-carboxamide

Chemical Property:

• Vapor Pressure: 0.000261mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 323.5 °C at 760 mmHg
• PKA: 0.67±0.10(Predicted)
• Flash Point: 149.4 °C
• PSA: 33.20000
• Density: 1.231 g/cm³
• LogP: 1.43680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.0403406
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-N,N-dimethylpyridine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)C1=NC=CC(=C1)Cl

Technology Process of 4-chloro-N,N-dimethylpyridine-2-carboxamide

There total 5 articles about 4-chloro-N,N-dimethylpyridine-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: 94.0%

4-chloro-2-pyridine carboxylic acid chloride hydrochloride (51727-15-2) + dimethyl amine (124-40-3) → 4-chloro-N,N-dimethylpyridine-2-carboxamide (114780-06-2)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 5h; Inert atmosphere;

Reference yield: 82.0%

4-chloro-N-methylpicolinamide (220000-87-3) + methyl iodide (74-88-4) → 4-chloro-N,N-dimethylpyridine-2-carboxamide (114780-06-2)

Guidance literature:

4-chloro-N-methylpicolinamide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.416667h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; for 3h;

DOI:10.1021/acsmedchemlett.8b00134

Reference yield:

4-chloro-pyridine-2-carbonyl chloride (53750-66-6) + dimethyl amine (124-40-3) → 4-chloro-N,N-dimethylpyridine-2-carboxamide (114780-06-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃;

upstream raw materials:

4-chloro-pyridine-2-carbonyl chloride

dimethyl amine

4-chloro-2-pyridine carboxylic acid chloride hydrochloride

4-chloro-N-methylpicolinamide

Downstream raw materials:

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

4-(4-aminophenoxy)-N,N-dimethylpicolinamide

4-(4-Amino-3-nitro-phenoxy)-pyridine-2-carboxylic acid dimethylamide

Refernces

• 1、 -. "SORAFENIB ANALOGS AND USES THEREOF". Paragraph 0133; 0136. . Retrieved 2015/04/22.
• 2、 -. "OMEGA-CARBOXYARYL SUBSTITUTED DIPHENYL UREAS AS RAF KINASE INHIBITORS". Page/Page column 24. . Retrieved 2010/01/31.