13602-82-9

Basic information

• Product Name: 4-Acetamido-2-chloropyridine
• Synonyms: AKOS BBS-00001357;4-ACETAMIDO-2-CHLOROPYRIDINE;AURORA 23317;IFLAB-BB F1921-0023;OTAVA-BB BB7017520046;N-(2-CHLOROPYRIDIN-4-YL)ACETAMIDE;N-(2-CHLORO-4-PYRIDINYL)ACETAMIDE;Acetamide, N-(2-chloro-4-pyridinyl)-
• CAS NO: 13602-82-9
• Molecular Formula: C₇H₇ClN₂O
• Molecular Weight: 170.6
• Product Categories: Pyridines
• Mol File: 13602-82-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 369.9 °C at 760 mmHg
• Flash Point: 177.5 °C
• Appearance: /
• Density: 1.336 g/cm³
• Vapor Pressure: 1.15E-05mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 13.23±0.70(Predicted)
• CAS DataBase Reference: 4-Acetamido-2-chloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Acetamido-2-chloropyridine(13602-82-9)
• EPA Substance Registry System: 4-Acetamido-2-chloropyridine(13602-82-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 13602-82-9(Hazardous Substances Data)

Usage

Chemical Properties

White crystal

InChI:InChI=1/C7H7ClN2O/c1-5(11)10-6-2-3-9-7(8)4-6/h2-4H,1H3,(H,9,10,11)

Synthetic route

4-Amino-2-chloropyridine (14432-12-3) + acetyl chloride (75-36-5) → N-(2-chloro-pyridin-4-yl)-acetamide (13602-82-9)

Conditions	Yield
With triethylamine In dichloromethane

N-(2-chloro-pyridin-4-yl)-acetamide (13602-82-9) + methyl iodide (74-88-4) → N-(2-chloro-pyridin-4-yl)-N-methyl-acetamide (892867-22-0)

Conditions	Yield
With potassium hydroxide In acetone at 20℃; for 2h;	66%

1-(1-methylethyl)piperazine (4318-42-7) + N-(2-chloro-pyridin-4-yl)-acetamide (13602-82-9) → N-[2-(4-isopropyl-piperazin-1-yl)-pyridin-4-yl]-acetamide

Conditions	Yield
In N,N-dimethyl-formamide at 150℃; for 4h;	47%

N-(2-chloro-pyridin-4-yl)-acetamide (13602-82-9) + 4-Fluorobenzyl bromide (459-46-1) → C14H12ClFN2O (1227941-40-3)

Conditions	Yield
Stage #1: N-(2-chloro-pyridin-4-yl)-acetamide With sodium hydride In N,N-dimethyl-formamide Stage #2: 4-Fluorobenzyl bromide In N,N-dimethyl-formamide

Upstream product

• 14432-12-3 4-Amino-2-chloropyridine 
• 75-36-5 acetyl chloride 

Downstream Products

• 892867-22-0 N-(2-chloro-pyridin-4-yl)-N-methyl-acetamide 
• 1227941-40-3 C₁₄H₁₂ClFN₂O 

Relevant articles and documents

Amide-based inhibitors of p38α MAP kinase. Part 1: Discovery of novel N-pyridyl amide lead molecules

A novel series of N-pyridyl amides as potent p38α kinase inhibitors is described. Based on the structural similarities between the initial hit and a well-known imidazole pyrimidine series of p38α inhibitors, potencies within the newly discovered series were quickly improved by installation of an (S)-α-methylbenzyl moiety at the 2-position of the pyridine ring. The proposed binding modes of the new series to p38α were evaluated against SAR findings and provided rationale for further development of this series of molecules.