329187-59-9

Basic information

• Product Name: BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-
• Synonyms: 4-(4,6-DICHLOROPYRIMIDIN-2-YLAMINO)BENZONITRILE;BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-;4-[(4,6-Dichloro-2-pyrimidinyl)amino]benzonitrile;2-(4-Cyanophenylamino)-4,6-dichloropyrimidine;4-(4,6-dicloropyramidin-2-ylamino)benzonitrile
• CAS NO: 329187-59-9
• Molecular Formula: C₁₁H₆Cl₂N₄
• Molecular Weight: 265.102
• Product Categories: Amines;Aroamtics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Intermediate of Etravirine
• Mol File: 329187-59-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 468.863ºC at 760 mmHg
• Flash Point: 237.36ºC
• Appearance: /
• Density: 1.50
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.66
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
• PKA: -1.26±0.10(Predicted)
• CAS DataBase Reference: BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-(CAS DataBase Reference)
• NIST Chemistry Reference: BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-(329187-59-9)
• EPA Substance Registry System: BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-(329187-59-9)

Safety Data

• Hazardous Substances Data: 329187-59-9(Hazardous Substances Data)

Usage

Chemical Properties

N/A

Uses

Intermediate in the preparation of HIV replication inhibitors

InChI:InChI=1/C11H6Cl2N4/c12-9-5-10(13)17-11(16-9)15-8-3-1-7(6-14)2-4-8/h1-5H,(H,15,16,17)

Upstream product

• 56-05-3 2-Amino-4,6-dichloropyrimidine 
• 1194-02-1 4-fluorobenzonitrile 
• 3764-01-0 2,4,6-trichloropyrimidine 
• 873-74-5 4-Aminobenzonitrile 
• 373690-68-7 4-cyanophenyl guanidine hydrochloride 
• 374067-80-8 4-((4,6-dihydroxypyrimidine-2-yl)amino)benzonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 5637-42-3 1-(4-cyanophenyl)guanidine 

Downstream Products

• 1070377-34-2 4-[[6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile 
• 1452006-62-0 4-((4-(mesitylamino)-6-(3-morpholinopropoxy) pyrimidin-2-yl)amino)benzonitrile 
• 244767-67-7 dapivirine 
• 1452006-59-5 4-((4-(mesitylamino)-6-(2-morpholinoethoxy)pyrimidin-2-yl)amino)benzonitrile 
• 1452007-28-1 4-(4-chloro-6-(mesitylamino)pyrimidin-2-ylamino)benzonitrile 
• 269055-75-6 4-[[(5-bromo-4,6-dichloro)-2-pyrimidinyl]amino]benzonitrile 
• 903593-80-6 C₂₀H₁₄ClN₅S 
• 903593-76-0 C₂₀H₁₅ClN₆ 
• 269055-15-4 etravirine 
• 269055-76-7 4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-6-chloro-2-pyrimidinyl]amino]-benzonitrile 
• 1398507-09-9 4-((4-amino-5-bromo-6-chloropyrimidin-2-yl)amino)benzonitrile 
• 1231185-22-0 C₂₁H₁₆N₆O 
• 1231185-21-9 C₂₀H₁₂ClN₅O 

Relevant articles and documents

Preparation method of 4-[(4,6-dichloro-2-pyrimidinyl)amino]cyanophenyl

The invention provides a method for synthesizing 4-[(4,6-dichloro-2-pyrimidinyl)amino]cyanophenyl (III). The method comprises the steps that 2-amino-4,6-dichloropyrimidine (II) is taken as a raw material to be mixed with 4-fluorobenzonitrile (I) in the presence of sodium hydride, and a one-step method is adopted for synthesis. The method for synthesizing the 4-[(4,6-dichloro-2-pyrimidinyl)amino]cyanophenyl (III) has the advantages that the operation is simple, the purity and yield of the product are higher, and industrialized practical significance and social and economic benefits are provided.

Process for the Synthesis of Etravirine and Its Intermediates

The invention discloses the synthesis of Etravirine via intermediate 4-((4-amino-5-bromo-6-chloropyrimidin-2-yl) amino)benzonitrile and process for the preparation of Etravirine of the formula-I.

PROCESS FOR ETRAVIRINE INTERMEDIATE AND POLYMORPHS OF ETRAVIRINE

4-[[6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile is a key intermediate for the preparation of etravirine. The present invention provides a process for preparation of 4-[[6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethylbenzonitrile. The present invention also provides a novel process for the preparation of etravirine crystalline form I. The present invention further provides novel crystalline forms of etravirine, processes for their preparation and pharmaceutical compositions comprising them.